277 results on '"Imidazole ligand"'
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2. Synthesis, Characterization, and Cytotoxicity Evaluation of Novel Water‐Soluble Cationic Platinum(II) Organometallic Complexes with Phenanthroline and Imidazolic Ligands.
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Ali, Asjad, Stefàno, Erika, De Castro, Federica, Ciccarella, Giuseppe, Rovito, Gianluca, Marsigliante, Santo, Muscella, Antonella, Benedetti, Michele, and Fanizzi, Francesco Paolo
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CYTOTOXINS , *LIGANDS (Biochemistry) , *PHENANTHROLINE , *PLATINUM , *CISPLATIN , *IMIDAZOLES - Abstract
Platinum‐based chemotherapeutic agents are widely used in the treatment of cancer. However, their effectiveness is limited by severe adverse reactions, drug resistance, and poor water solubility. This study focuses on the synthesis and characterization of new water‐soluble cationic monofunctional platinum(II) complexes starting from the [PtCl(η1‐C2H4OEt)(phen)] (1, phen=1,10‐phenanthroline) precursor, specifically [Pt(NH3)(η1‐C2H4OEt)(phen)]Cl (2), [Pt(1‐hexyl‐1H‐imidazole)(η1‐C2H4OEt)(phen)]Cl (3), and [Pt(1‐hexyl‐1H‐benzo[d]imidazole)(η1‐C2H4OEt)(phen)]Cl (4), which deviate from traditional requirements for antitumor activity. These complexes were evaluated for their cytotoxic effects in comparison to cisplatin, using immortalized cervical adenocarcinoma cells (HeLa), human renal carcinoma cells (Caki‐1), and normal human renal cells (HK‐2). While complex 2 showed minimal effects on the cell lines, complexes 3 and 4 demonstrated higher cytotoxicity than cisplatin. Notably, complex 4 displayed the highest cytotoxicity in both cancer and normal cell lines. However, complex 3 exhibited the highest selectivity for renal tumor cells (Caki‐1) among the tested complexes, compared to healthy cells (HK‐2). This resulted in a significantly higher selectivity than that of cisplatin and complex 4. Therefore, complex 3 shows potential as a leading candidate for the development of a new generation of platinum‐based anticancer drugs, utilizing biocompatible imidazole ligands while demonstrating promising anticancer properties. [ABSTRACT FROM AUTHOR]
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- 2024
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3. A copper(II) chloride coordination compound with 2-phenyl-4,5-dihydro-1H-imidazole ligand: synthesis, characterization, crystal structure, HSA, and DFT studies.
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Kargar, Hadi, Fallah-Mehrjardi, Mehdi, Dege, Necmi, Ashfaq, Muhammad, Munawar, Khurram Shahzad, Tahir, Muhammad Nawaz, Bajgirani, Mahdieh Asgari, and Sahihi, Mehdi
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COORDINATION compounds , *LIGANDS (Chemistry) , *COPPER , *COPPER chlorides , *CRYSTAL structure , *CHLORIDE ions , *SCHIFF bases , *ETHANOL - Abstract
Under ultrasound irradiation in an ethanol solvent, a new coordination complex of Cu(II) was successfully synthesized within a 10-min timeframe through the treatment of an imidazole-based ligand (PDI) with a copper-containing salt. The formation of the complex was verified through elemental (CHN) analysis and FT-IR spectroscopy. Additionally, the supramolecular assembly and packing of atoms in the crystalline units of the copper complex were elucidated using single-crystal X-ray diffraction method. The synthesized compound exhibits an ionic nature, featuring a copper(II) cation inside the coordination sphere and a chloride anion outside of the coordination sphere. The coordination environment around the copper cation is achieved through the bonding of the N-atom of the non-protonated PDI ligands and a chloride ion. To maintain a neutral charge, a second chloride ion serves as a counterion. The bond angles surrounding the Cu(II) ion showed a somewhat deformed square planar geometry of the complex. The non-covalent intermolecular interactions were executed by Hirshfeld surface analysis (HSA), while the theoretical studies were conducted using DFT employing the B3LYP/Def2-TZVP level of theory. The consistency between the theoretical findings and experimental data attested to the reliability of the theoretical conclusions. [ABSTRACT FROM AUTHOR]
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- 2024
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4. Synthesis, characterization and anti-lung cancer activity of two transition metal coordination polymers based on the imidazole-containing ligands.
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Li, Di, Li, Li-Fei, Zhang, Zhi-Fang, Zhang, Li-Ping, Liu, Yang, and Pan, Lei
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COORDINATION polymers , *TRANSITION metals , *ORGANIC conductors , *LIGANDS (Chemistry) , *X-ray diffraction , *BIOCHEMICAL mechanism of action - Abstract
This work presents the synthesis and characterization of two new transition metal coordination polymers [Co(tib)2](NO3)2 (1, tib = 1,3,5-tris(1-imidazolyl)benzene) and [Cd4(bib)5(HCOO)8](DMF)3 (2, bib = 4,4′-bisimidazolylbiphenyl) have been successfully prepared by using two imidazole-containing ligands with different geometers. All structures have been fully elucidated by single-crystal X-ray diffraction along with the elemental analysis. The structural solution and refinement results based on the crystal data collected at room temperature reveal that complex 1 shows a 2D layered structure with a binodal (3,6)-connected kgd topological net, while complex 2 also demonstrates a 2D framework but reflecting a 4-connected sql topological net. Furthermore, the anti-lung cancer activity of the two complexes has been studied via the Cell Counting Kit-8 (CCK-8) assay along with the corresponding action mechanism. [ABSTRACT FROM AUTHOR]
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- 2020
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5. [Nb6Cl12(HIm)6](OAc)2·3MeOH – a hydrogen-bonded network of niobium cluster cations, acetate anions and methanol molecules.
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Sperlich, Eric and Köckerling, Martin
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NIOBIUM , *ANIONS , *CATIONS , *ACETATES , *DEHYDRATION reactions , *IMIDAZOLES , *COMPLEX ions - Abstract
The new cluster compound [Nb6Cl12(HIm)6](OAc)2 · 3MeOH represents the first example of network compounds consisting of hexanuclear niobium cluster cations and acetate anions, which are connected though hydrogen bonds (besides Coulomb interactions). Hydrogen-bonded cation-anion pairs form chains, which are further extended to sheets by additional hydrogen bonds to co-crystallized methanol molecules. The synthesis of the title compound is based on a one-pot dehydration reaction of the cluster precursor [Nb6Cl14(H2O)4] · 4H2O with acetic anhydride in the presence of imidazole at T = 40°C. [ABSTRACT FROM AUTHOR]
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- 2019
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6. A InIII‐MOF with Imidazole Decorated Pores as 5‐Fu Delivery System to Inhibit Colon Cancer Cells Proliferation and Induce Cell Apoptosis in vitro and in vivo.
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Li, Hao‐Tian, Song, Shi‐Jun, Pei, Xiao‐Rui, and Lu, De‐Bao
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CANCER cell proliferation , *COLON cancer , *CELL proliferation , *FLUOROURACIL , *IMIDAZOLES , *NANOSTRUCTURES - Abstract
A new nontoxic porous InIII‐based metal‐organic framework [In(Hpbic)(pbic)](DMF)2 (1) (DMF = N,N‐dimethylacetamide) was successfully prepared with 2‐(pyridin‐4‐yl)‐1H‐benzo[d]imidazole‐5‐carboxylic acid (H2pbic) as organic linker via a solvothermal process. Further, the nanostructure 1 could be obtained via a green grinding method. Nitrogen adsorption measurements revealed the presence of micropores as well as moderate high BET surface areas in the activated nanostructure 1 (1a). The drug loading experiment shows that 5‐fluorouracil (5‐Fu) is preferentially captured into the pore of the nanostructure 1a with a loading capacity of 32.6 %. Meanwhile, the controlled release of 5‐Fu in a simulated human body with liquid phosphate‐buffered saline solution was realized. In addition, the Cell Counting Kit‐8 (CCK‐8) assay was conducted to determine the inhibitory effect of 5‐Fu@1a on human colon cancer cell SW60 viability and proliferation, the results indicated the excellent anti‐cancer activity of 5‐Fu@1a in vitro. To reveal the related mechanism, the Annexin V‐FITC/PI assay and reactive oxygen species (ROS) level detection was carried out after 5‐Fu@1a treatment. Finally, the in vivo xenograft model was constructed in mice, the tumor volume, and mice body weight were recording at indicated time. The in vivo results suggested the significant inhibitory activity of 5‐Fu@1a in mice. [ABSTRACT FROM AUTHOR]
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- 2019
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7. Synthesis, structure, and characterization of tris(1-ethyl-4-isopropyl-imidazolyl-қN)phosphine nickel(II) complexes.
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Banerjee, Atanu, Li, Jia, Easley, Chanel R., Brennessel, William W., Loloee, Reza, and Chavez, Ferman A.
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NICKEL , *DICHLOROMETHANE - Abstract
Graphical abstract Highlights • The structures of five nickel(II) tris-imidazolylphosphine complexes are reported. • The nickel complexes can be interconverted by altering the solvent or reagents. • The electronic structures of these complexes have been characterized by DFT. Abstract In this work we report the synthesis of five new nickel(II) complexes all coordinated to the tripodal ligand tris(1-ethyl-4- i Pr-imidazolyl)phosphine (T1Et4iPrIP). They are [Ni(T1Et4iPrIP)(CH 3 CN) 2 (OTf)](OTf) (1), [Ni(T1Et4iPrIP)(OTf) 2 ] (2), [Ni(T1Et4iPrIP)(H 2 O)(OTf)](OTf) (3), [Ni(T1Et4iPrIP)Cl](OTf) (4), and [Ni(T1Et4iPrIP)Cl 2 ] (5). The complexes serve as bioinorganic structural model complexes for histidine-coordinated nickel proteins. The X-ray structures have been determine for all complexes which feature coordination numbers 4–6. We investigated the spectroscopic interconversions for these compound in dichloromethane solution and demonstrate interconversion between 1 and 3 via 2 and conversion of 2 to 4. Complex 5 can be spectroscopically converted to the cation of 4 by dissolving it in dichloromethane. Fits of variable temperature magnetic susceptibility data yielded the following parameters: g = 1.944, D = −0.327 cm−1, E / D = 3.706 for 1 ; g = 2.280, D = −0.365 cm−1, E / D = 22.178 for 2 ; g = 2.000, D = −7.402 cm−1, E / D = −0.272 for 3 ; g = 2.176, D = −0.128 cm−1, E / D = −0.783 for 4 ; g = 2.258, D = 14.288 cm−1, E / D = 0.095 for 5. DFT structure optimizations afforded HOMO and LUMO energies indicating that complex 1 is the most stable. [ABSTRACT FROM AUTHOR]
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- 2019
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8. A Structural Model for the Iron–Nitrosyl Adduct of Gentisate Dioxygenase.
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Banerjee, Atanu, Li, Jia, Speelman, Amy L., White, Corey J., Pawlak, Piotr L., Brennessel, William W., Lehnert, Nicolai, and Chavez, Ferman A.
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HYDROGEN bonding , *DIOXYGENASES , *LIGANDS (Chemistry) , *DICHLOROMETHANE , *FOURIER transform infrared spectroscopy , *DENSITY functional theory - Abstract
We present the synthesis, properties, and characterization of [Fe(T1Et4iPrIP)(NO)(H2O)2](OTf)2 (1) {T1Et4iPrIP = Tris(1‐ethyl‐4‐isopropyl‐imidazolyl)phosphine} as a model for the nitrosyl adduct of gentisate 1,2‐dioxygenase (GDO). The further characterization of [Fe(T1Et4iPrIP)(THF)(NO)(OTf)](OTf) (2) which was previously communicated (Inorg. Chem. 2014, 53, 5414) is also presented. The weighted average Fe–N–O angle of 162° for 1 is very close to linear (≥ 165°) for these types of complexes. The coordinated water ligands participate in hydrogen bonding interactions. The spectral properties (EPR, UV/Vis, FTIR) for 1 are compared with 2 and found to be quite comparable. Complex 1 closely follows the relationship between the Fe–N–O angle and NO vibrational frequency which was previously identified for six‐coordinate {FeNO}7 complexes. Liquid FTIR studies on 2 indicate that the ν(NO) vibration position is sensitive to solvent shifting to lower energy (relative to the solid) in donor solvent THF and shifting to higher energy in dichloromethane. The basis for this behavior is discussed. The Keq for NO binding in 2 was calculated in THF and found to be 470 m–1. Density functional theory (DFT) studies on 1 indicate donation of electron density to the iron center from the π* orbitals of formally NO–. Such a donation accounts for the near linearity of the Fe–N–O bond and the large ν(NO) value of 1791 cm–1. We report a model for the iron–nitrosyl adduct of gentisate dioxygenase {[Fe(T1Et4iPrIP)(NO)(H2O)2](OTf)2, 1}. Complex 1 is synthesized by the addition of 2 equiv. water to [Fe(T1Et4iPrIP)(THF)(NO)(OTf)](OTf) (2). A correlation between the solid‐state Fe–N–O angle and ν(NO) is elaborated and the Keq in THF for the reversible binding of NO to 2 is reported. The influence of solvent on the value of ν(NO) for 2 is also discussed. [ABSTRACT FROM AUTHOR]
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- 2018
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9. Syntheses of Novel Coordination Polymers Using Bis-Imidazole Ligand Having Steric Hindrance and Methoxy Group
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Billy Oktora Abdilah Fauzi and Mitsuru Kondo
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chemistry.chemical_classification ,Steric effects ,chemistry.chemical_compound ,Crystallography ,Chemistry ,Coordination polymer ,Ligand ,Imidazole ligand ,Polymer - Abstract
Three novel coordination polymers {[Cu2(bitbu-OMe)4(SO4)2]·6MeOH}n (1), {[Co2(bitbu-OMe)4(NCS)4]0.5·2DMF}n (2), {[Co(bitbu-OMe)2(NCS)2]·2MeOH}n (3) (bitbu-OMe = 1,1’-[(5-tert-butyl-2-methoxybenzene-1,3-diyl)dimethanediyl]bis(1H-imidazole)) are synthesized through a slow evaporation method using solvothermal technique of CuSO4·5H2O or Co(SCN)2 with bitbu-OMe. X-ray diffraction analysis results reveal that 1, 2, and 3 have similar two-dimensional layer networks. The study of the effect of the methoxy group in bitbu-OMe towards the stability of ligand conformation in obtained coordination polymers becomes necessary to be conducted in the future to unveil the reason for conformation similarity of ligand in coordination polymers.
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- 2021
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10. A stable 3-D Cd(II) metal–organic framework formed by aromatic carboxylate and flexible imidazole ligand for sensing of nitroaromatic explosives
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Jia Yu Xiao, Hong Ping Xiao, Wei Xu, Bao Lin Liu, Xin Gen Hu, and Jing Jing Zhou
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Terephthalic acid ,Cadmium ,Cadmium salt ,Chemistry ,Imidazole ligand ,chemistry.chemical_element ,Crystal structure ,chemistry.chemical_compound ,Nitroaromatic explosives ,Polymer chemistry ,Materials Chemistry ,Metal-organic framework ,Carboxylate ,Physical and Theoretical Chemistry - Abstract
A stable 3-D metal–organic framework (MOF), [Cd(H2DTPA)(1.2-mbix)]n (1), has been constructed with aromatic 2,3-dihydroxy terephthalic acid (H4DTPA) and cadmium salt under solvothermal conditions. ...
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- 2021
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11. Theoretical Studies of Structures of Vanadate Complexes in Aqueous Solution
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Bühl, Michael, Mauschick, Frank T., Schurhammer, Rachel, Wagner, Siegfried, editor, Bode, Arndt, editor, Hanke, Werner, editor, and Durst, Franz, editor
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- 2003
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12. Effect of 1-Substituted 2-(Pyridin-2-yl)-1H-Benzo[d]imidazole Ligand-Coordinated Copper and Cobalt Complex Redox Electrolytes on Performance of Ru(II) Dye-Based Dye-Sensitized Solar Cells
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Ahalya Gunasekeran, Anandan Sambandam, Balamurugan Selvaraj, Ganesan Shanmugam, and Santhosh Kamaraj
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010405 organic chemistry ,Chemistry ,Imidazole ligand ,chemistry.chemical_element ,Electrolyte ,010402 general chemistry ,01 natural sciences ,Copper ,Redox ,0104 chemical sciences ,Inorganic Chemistry ,chemistry.chemical_compound ,Dye-sensitized solar cell ,Polymer chemistry ,Cobalt metal ,Imidazole ,Physical and Theoretical Chemistry ,Cobalt - Abstract
A comparative study has been attempted on 1-substituted 2-(pyridin-2-yl)-1H-benzo[d]imidazole ligand-coordinated copper and cobalt metal complex electrolytes Cu+/2+[nbpbi]2(PF6–)1/2, Cu+/2+[npbi]2(...
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- 2021
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13. Multinuclear NMR Studies of Hemoproteins and Synthetic Model Compounds in Solution and in the Solid State
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Gerothanassis, I. P., Kalodimos, C. G., Momenteau, M., Carmona, P., editor, Navarro, R., editor, and Hernanz, A., editor
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- 1997
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14. Imidazole-Ligated Copper Complexes: Synthesis, Structure, and Reactivity
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Sorrell, Thomas N., Garrity, Martha L., Richards, Joseph L., Pigge, F. Christopher, Allen, William E., Karlin, Kenneth D., editor, and Tyeklár, Zoltán, editor
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- 1993
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15. Zinc(II) and Cobalt(II) Coordination Polymers Constructed by 1,3,5-Tris(imidazol-1-ylmethyl)benzene and 1,3,5-Benzenetricarboxylic Acid: Effect of Metal Ions on the Conformation of Ligand.
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Chen, Hong, Yu, Min, and Liu, Guang-Xiang
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ZINC , *COBALT , *COORDINATION polymers , *IMIDAZOLES , *METAL ions , *INFRARED spectroscopy - Abstract
Two coordination polymers, {[Zn3(BTC)2(timb)2]·6H2O}n(1) and {[Co3(BTC)2(timb)2(H2O)4]·4H2O}n(2) (H3BTC = 1,3,5-benzenetricarboxylic acid and timb = 1,3,5-tris(imidazol-1-ylmethyl)benzene), have been synthesized and characterized by IR spectroscopy, elemental analysis and single-crystal X-ray diffraction. Structural analyses reveal that complex 1 exhibits a three-dimensional (3D) (3,4)-connected framework with an unusual (6.82)2(62.84)3(62.8)2topology, whereas complex2possesses a two-dimensional (3,4)-connected framework with a rare (4.82)4(46)2(84.122) topology. The results show that metal ions have significant effects on the formation and structures of the resulting complexes. Their thermal stability and photoluminescent properties were also investigated. [ABSTRACT FROM AUTHOR]
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- 2016
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16. Polysiloxane microspheres functionalized with imidazole groups as a palladium catalyst support.
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Pospiech, Piotr, Chojnowski, Julian, Mizerska, Urszula, Makowski, Tomasz, Strzelec, Krzysztof, and Sienkiewicz, Natalia
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SILOXANES , *IMIDAZOLES , *CHEMICAL synthesis , *SILANOLS , *FOURIER transforms , *X-ray diffraction - Abstract
Polysiloxane microspheres containing a large number of silanol groups were obtained by an emulsion process of modified polyhydromethylsiloxane. N-substituted imidazole groups were grafted on these microspheres by the of their silanol groups with N-[γ-(dimethylchlorosilyl)propyl]imidazole hydrochloride. The progress of the reaction was monitored using 29Si and 13C magic angle spinning (MAS) NMR and its impact on microsphere morphology was studied using scanning (SEM). The usefulness of the imidazole-functionalized microspheres as a support for a metal catalyst was demonstrated by their reaction with PdCl2(PhCN)2. In this way a new heterogenized catalyst, Pd(II) complex with imidazole ligands supported on polysiloxane microspheres, was generated. This catalyst, MPd, was characterized using 13C and 29Si MAS NMR, X-ray photoelectron, Fourier transform infrared and far-infrared spectroscopies, X-ray diffraction, SEM-energy-dispersive X-ray spectroscopy and wide-angle X-ray scattering. The catalyst appears in two structures, as Pd(II) complex and Pd(0) nanoclusters. Its was tested using a model reaction, the of cinnamaldehyde, and compared with that of an analogous complex operating in a homogeneous system. MPd showed a high activity in the promotion of of cinnamaldehyde. The activity in the substrate conversion was stable at least in five cycles of this reaction. The main product was hydrocinnamaldehyde which could be obtained with a yield above 70%. A mechanism of the reaction is proposed. Copyright © 2016 John Wiley & Sons, Ltd. [ABSTRACT FROM AUTHOR]
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- 2016
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17. Diversity-Oriented Synthesis of [2.2]Paracyclophane-derived Fused Imidazo[1,2-a]heterocycles by Groebke-Blackburn-Bienaymé Reaction: Accessing Cyclophanyl Imidazole Ligands Library
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Martin Nieger, Zahid Hassan, Stefan Bräse, Christoph Zippel, Mareen Stahlberger, Noah Schwarz, Jens Hohmann, and Department of Chemistry
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Life sciences ,biology ,Stereochemistry ,Isocyanide ,[2 ,116 Chemical sciences ,EFFICIENT ,010402 general chemistry ,Ligands ,01 natural sciences ,Catalysis ,chemistry.chemical_compound ,PYRAZINES ,ddc:570 ,Pyridine ,Product formation ,PALLADACYCLE ,2]Paracyclophane ,Cyanides ,010405 organic chemistry ,Ligand ,DERIVATIVES ,Groebke-Blackburn-Bienayme (GBB) reaction ,Organic Chemistry ,Imidazole ligand ,Imidazoles ,Regioselectivity ,General Chemistry ,Isocyanide Chemistry ,0104 chemical sciences ,chemistry ,RESOLUTION ,Cyclization ,Multicomponent reactions ,ISOCYANIDE ,Fused-imidazoles - Abstract
This report describes the synthesis of a [2.2]paracyclophane-derived annulated 3-amino-imidazole ligand library via a Groebke-Blackburn-Bienayme three-component reaction (GBB-3CR) employing formyl-cyclophanes in combination with diverse aliphatic and aromatic isocyanides and heteroaromatic amidines. The GBB-3CR gives access to differently functionalized skeletally-diverse cyclophanyl imidazole ligands, namely 3-amino-imidazo[1,2- a ]pyridines and imidazo[1,2- a ]pyrazines. Additionally, a one-pot protocol for the GBB-3CR by an in-situ generation of cyclophanyl isocyanide is demonstrated. The product formation was analyzed by detailed spectroscopic techniques, and a cyclophanyl imidazo[1,2- a ]pyridine was confirmed unambiguously by single-crystal X-Ray crystallography. The cyclophanyl imidazole ligands can be readily transformed to showcase their useful utility in preparing N , C -palladacycles via regioselective ortho -palladation.
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- 2021
18. Silver(I) complexes as efficient source for silver oxide nanoparticles with catalytic activity in A3 coupling reactions.
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Trivedi, Manoj, Singh, Gurmeet, Kumar, Abhinav, and Rath, Nigam P.
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SILVER nanoparticles , *IMIDAZOLES , *MOLECULAR structure , *ABSORPTION spectra , *COUPLING reactions (Chemistry) , *CRYSTALLOGRAPHY , *CATALYTIC activity , *NUCLEAR magnetic resonance - Abstract
New silver(I) complexes [Ag 7 ( μ 4 -Cl)( μ 3 -Cl) 2 ( μ 2 -Cl) 3 (MPI) 6 ] ( 1 ), and [Ag( μ 3 -I)(BI)] n ( 2 ) [MPI = 1-(4-methoxyphenyl)-1 H -imidazole; BI = 1-Benzylimidazole] have been prepared starting with AgX (X = Cl, I) and 1-(4-methoxyphenyl)-1 H -imidazole/1-Benzylimidazole. The complexes have been characterized by elemental analysis, IR, 1 H NMR, and electronic absorption spectroscopy. Molecular structure of the complexes 1 and 2 were determined crystallographically. Complex 1 has a twofold axis with Ag3 in special position and bisecting the Ag4–Ag4′ vector. It contains six 1-(4-methoxyphenyl)-1 H -imidazole molecules and seven chlorine atoms bridging the seven silver atoms. Complex 2 exists as a one-dimensional (1D) polymeric chain of [( μ 3 -I)Ag( μ 3 -I)Ag] fragments bridged via the 1-Benzylimidazole ligand. The weak argentophilic Ag⋯Ag interaction distances in complexes 1 and 2 are 3.1014(4) Å–3.2998(15) Å, respectively. The complexes 1 and 2 , yielded silver oxide nanoparticles on pyrolysis and were characterized by PXRD and TEM. The catalytic properties of the resulting silver oxide nanoparticles and the silver(I) complexes have also been studied for A 3 -coupling of amines, alkynes and aldehydes in microwave which gave moderate to good yields of propargylamines. Silver(I) complexes exhibit higher catalytic activity compared to silver oxide nanoparticles. The silver oxide nanoparticles as well as silver(I) complexes could be separated easily from the reaction mixture and reused at least four to five times without significant loss of the catalytic activity. [ABSTRACT FROM AUTHOR]
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- 2015
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19. A one-dimensional lead(II) coordination polymer with terminal and bridging 5-carboxy-2-(pyridin-3-yl)-1 H-imidazole-4-carboxylate ligands.
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Guo, Lei, Li, Jia-Qun, Xie, Yu-Ting, Lu, Chu-Qin, and Wu, Jian-Zhong
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CRYSTAL structure , *COORDINATION polymers synthesis , *BRIDGING ligands , *HYDROGEN bonding , *STACKING interactions , *SUPRAMOLECULAR chemistry - Abstract
In the coordination polymer catena-poly[[[diaqua[5-carboxy-2-(pyridin-3-yl)-1 H-imidazole-4-carboxylato-κ2 N3, O4]lead(II)]-μ-5-carboxy-2-(pyridin-3-yl)-1 H-imidazole-4-carboxylato-κ3 N3, O4: N2] dihydrate], {[Pb(C10H6N3O4)(H2O)2]·2H2O} n, the two 5-carboxy-2-(pyridin-3-yl)-1 H-imidazole-4-carboxylate ligands have different coordination modes, one being terminal and the other bridging. The bridging ligand links PbII cations into one-dimensional coordination polymer chains. The structure is also stabilized by intra- and interchain π-π stacking interactions between the pyridine rings, resulting in the formation of a two-dimensional network. Extensive hydrogen-bonding interactions lead to the formation of a three-dimensional supramolecular network. [ABSTRACT FROM AUTHOR]
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- 2014
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20. Reactivity Studies of Cationic Au(III) Difluorides Supported by N-Ligands
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Mohammad Albayer, Lachlan Sharp-Bucknall, Lachlan Barwise, Jason L. Dutton, and Jason D. Bennetts
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Trans effect ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Difluoride ,Imidazole ligand ,Cationic polymerization ,010402 general chemistry ,Metathesis ,01 natural sciences ,Medicinal chemistry ,0104 chemical sciences ,3. Good health ,Inorganic Chemistry ,chemistry.chemical_compound ,Reagent ,Pyridine ,Reactivity (chemistry) ,Physical and Theoretical Chemistry - Abstract
The reactivity of difluoro Au(III) cations supported by pyridine or imidazole ligands is reported. The Au(III)-F bond is found to be susceptible to metathesis by TMS reagents and reagents bearing acidic protons such as H-CC-Ph and HOAc. In the latter case the reactions are slower than analogous reactions reported by other groups where strong -trans donors are present opposite the Au-F bond. This, coupled with the inability to effect metathesis on only one Au-F bond in our system indicates the -trans effect is a key consideration in Au-F chemistry
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- 2020
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21. DFT and TD-DFT study a series of blue and green iridium complexes with mesityl-phenyl-imidazole ligand
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Hongjie Zhang, Xiangwei Meng, Shu-Yan Song, Ya-Qi Cao, Shiquan Lü, Zheng-Kun Qin, Li-Jun Wang, Peng Lü, Ming-Xing Song, Fu-Quan Bai, and Ke-Chuan He
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Series (mathematics) ,Ligand ,Imidazole ligand ,chemistry.chemical_element ,02 engineering and technology ,General Chemistry ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Condensed Matter Physics ,01 natural sciences ,0104 chemical sciences ,Electronic, Optical and Magnetic Materials ,Biomaterials ,chemistry ,Materials Chemistry ,Physical chemistry ,Density functional theory ,Singlet state ,Iridium ,Electrical and Electronic Engineering ,0210 nano-technology ,Phosphorescence - Abstract
A series of blue and green-emitting phosphorescent heteroleptic cyclometalated Ir(III) complexes with mesityl-phenyl-imidazole Ligand for organic light-emitting devices are investigated theoretically to explore their electronic structures, spectroscopic properties and the application value for organic light emitting devices. The geometries, electronic structures, lowest-lying singlet absorptions, and triplet emissions of Ir(mpim)3, and the theoretically designed models Ir(F-mpim)3, Ir(F2-mpim)3, (mpim)2Ir(acac), (F-mpim)2Ir(acac), (F2-mpim)2Ir(acac), (mpim)2Ir(tpip), (F-mpim)2Ir(tpip), (F2-mpim)2Ir(tpip), are investigated with Density Functional Theory (DFT) approaches, where mpim denotes 1-mesityl-2-phenyl-1H-imidazole, F-mpim denotes 2-(4-fluorophenyl)-1-mesityl-1H-imidazole, F2-mpim denotes 2-(2,4-difluorophenyl)-1-mesityl-1H-imidazole, acac denotes acetylacetonate, and tpip denotes tetraphenylimido-diphosphinate.
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- 2019
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22. Two low-dimensional transition metal coordination polymers constructed from thiophene‑2,5‑dicarboxylic acid and N/O-donor ligands: Syntheses, structures and magnetic property
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Xiang-Hua Zhao, Qian Zhang, Guo-Dong Zou, Liao-Kuo Gong, and Li Liu
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chemistry.chemical_classification ,Imidazole ligand ,02 engineering and technology ,Polymer ,010402 general chemistry ,021001 nanoscience & nanotechnology ,01 natural sciences ,0104 chemical sciences ,Coordination complex ,Inorganic Chemistry ,chemistry.chemical_compound ,Crystallography ,Dicarboxylic acid ,chemistry ,Transition metal ,Zigzag ,Materials Chemistry ,Thiophene ,Chelation ,Physical and Theoretical Chemistry ,0210 nano-technology - Abstract
Two low-dimensional transition metal coordination polymers (CPs), namely, Co(TDC)(Hdmea)2 (1), [Mn(TDC)(5,5′‑dmbpy)(H2O)]n (2) (H2TDC = thiophene‑2,5‑dicarboxylic acid, Hdmea = N,N‑dimethylethanolamine, 5,5′‑dmbpy = 5,5′‑dimethyl‑2,2′‑dipyridyl) have been synthesized and characterized. Compound 1 which is the first coordination compound containing the H2TDC and chelating Hdmea ligands so far features an isolated structure containing the centrosymmetric dinuclear [Co(TDC)(Hdmea)2]2 unit. Notably, the imidazole ligand as one of the reactants is not incorporated into the final structure of compound 1, but it is important to obtain the single crystals suitable for single–crystal X-ray diffraction analysis. Compound 2 possesses a one-dimensional (1D) zigzag chain based on the [Mn(TDC)(5,5′‑dmbpy)(H2O)] building unit. In addition, the magnetic property of compound 2 is investigated.
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- 2019
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23. Degradation of azo dyes under visible light with stable MOF based on tetrastyrene imidazole ligand
- Author
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Hai-Ning Wang, Zhen Han, Xiao Zhang, Lu-Jie Wang, Zhong-Min Su, Zi-Yan Zhou, and Xing Meng
- Subjects
Inorganic Chemistry ,Aqueous solution ,Chemistry ,Imidazole ligand ,Degradation (geology) ,Chemical stability ,Photochemistry ,Visible spectrum ,Catalysis - Abstract
In the present work, a new 3D metal-organic framework (MOF) has been synthesized and characterized. The MOF exhibits good chemical stability in aqueous solutions with the pH scale ranging from 3 to 11. Interestingly, the MOF shows high catalytic activities for the degradation of azo dyes (MO, CR and CBR) under visible light without H2O2. The Ea values of the MOF for MO, CR and CBR degradation are obtained to be 23.49, 52.68 and 15.19 kJ mol-1, respectively. In addition, the MOF can be reused in the catalytic process without the catalytic activity decreasing obviously.
- Published
- 2020
24. New Insights into the Ligand Nature of Carbene: Synthesis and Characterizations of Six-Coordinate Iron(II) Carbene Porphyrin Complexes
- Author
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Haimang Wang, Charles E. Schulz, Xuehong Wei, and Jianfeng Li
- Subjects
biology ,010405 organic chemistry ,Ligand ,Imidazole ligand ,010402 general chemistry ,biology.organism_classification ,01 natural sciences ,Porphyrin ,Diatomic molecule ,0104 chemical sciences ,Inorganic Chemistry ,chemistry.chemical_compound ,Crystallography ,chemistry ,Mössbauer spectroscopy ,Tetra ,Mossbauer spectra ,Physical and Theoretical Chemistry ,Carbene - Abstract
Several six-coordinate iron(II) carbene tetra(pentafluorophenyl)porphyrin (TFPP) complexes, [Fe(TFPP)(CPh2)(1-EtIm)] (1-EtIm = 1-ethylimidazole) and [Fe(TFPP)(CPh2)(1,2-Me2Im)] (1,2-Me2Im = 1,2-dimethylimidazole), are isolated and studied by UV–vis, single-crystal X-ray, and Mossbauer spectroscopies. The single-crystal structural studies revealed noteworthy features including strong and “hard” axial carbene bonds (Fe–C) but “flexible” trans ligand bonds (Fe–NIm). The Mossbauer spectra of [Fe(TFPP)(CPh2)(1-EtIm)] and [Fe(TFPP)(CPh2)(1,2-Me2Im)] are obtained on solid-state samples between 25 and 295 K, which give very large ΔEQ values (1.8–1.9 mm/s), suggesting a weak effect of the trans imidazole ligands. Comparisons with diatomic carbon-donor ligands (CO, CS, and CN–) demonstrate considerably stronger π bonding of the :CPh2 carbene.
- Published
- 2018
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25. Multiply-Binding Polymeric Imidazole Ligands: Influence of Molecular Weight and Monomer Sequence on Colloidal Quantum Dot Stability
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Andrew B. Greytak, Brian C. Benicewicz, Yucheng Huang, John H. Dunlap, Raeven A. Flake, and Abigail F. Loszko
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0209 industrial biotechnology ,Imidazole ligand ,technology, industry, and agriculture ,Shell (structure) ,Sequence (biology) ,02 engineering and technology ,equipment and supplies ,021001 nanoscience & nanotechnology ,Photochemistry ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,chemistry.chemical_compound ,Colloid ,020901 industrial engineering & automation ,General Energy ,Monomer ,chemistry ,Quantum dot ,Physical and Theoretical Chemistry ,0210 nano-technology - Abstract
This study addresses the colloidal stability of polymer-coated core/shell CdSe/CdxZn1–xS quantum dots (QDs) in the presence of l-glutathione (GSH) under neutral conditions by means of photoluminesc...
- Published
- 2018
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26. Synthesis, Characterization, Modeling, and Antimicrobial Activity of FeIII, CoII, NiII, CuII, and ZnIIComplexes Based on Tri-substituted Imidazole Ligand
- Author
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Abdel-Mawgoud M. Abdel-Mawgoud, Mohamed Ismael, and Aly Abdou
- Subjects
Inorganic Chemistry ,010405 organic chemistry ,Chemistry ,Stereochemistry ,Imidazole ligand ,Structure–activity relationship ,010402 general chemistry ,Antimicrobial ,01 natural sciences ,0104 chemical sciences - Published
- 2018
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27. Synthesis and characterization of six-coordinate iron(II/III) 5,10,15,20-tetrakis(pentafluorophenyl) porphyrinato complexes with non-hindered imidazole ligands
- Author
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Xuehong Wei, Haimang Wang, and Jianfeng Li
- Subjects
chemistry.chemical_compound ,chemistry ,010405 organic chemistry ,Hydrogen bond ,Imidazole ligand ,Imidazole ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Medicinal chemistry ,0104 chemical sciences - Abstract
Four bis-imidazole iron(II/III) 5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato (TFPP) complexes, [Fe(TFPP)(1-MeIm)[Formula: see text]], [Fe(TFPP)(1-VinylIm)[Formula: see text]], [Fe(TFPP)(4-MeHIm)[Formula: see text]]Cl and [Fe(TFPP)(1-EtIm)[Formula: see text]]BF[Formula: see text] (1-MeIm [Formula: see text] 1-methylimidazole, 1-VinylIm [Formula: see text] 1-vinylimidazole, 4-MeHIm [Formula: see text] 4-methylimidazole and 1-EtIm [Formula: see text] 1-ethylimidazole) were synthesized and characterized by single-crystal X-ray and UV-vis spectroscopy. A negative correlation is found between the absolute imidazole orientation ([Formula: see text] and the Fe–N[Formula: see text] distance for the [Fe(II)(Porph)(Im)[Formula: see text]] (Im [Formula: see text] 1-MeIm or 4-MeHIm) complexes where the smaller [Formula: see text] angle corresponds to a longer axial distance. Hydrogen bonding, which might affect the orientations of the axial imidazoles is found for Fe(TFPP)(4-MeHIm)[Formula: see text]]Cl (A and B). The autoreduction of [Fe(III)(TFPP)]Cl to [Fe(II)(TFPP)(1-MeIm)[Formula: see text]] with 1-methylimidazole has been monitored by UV-vis spectroscopic titration.
- Published
- 2018
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28. The aminocarbonylation of 1,2-diiodoarenes with primary and secondary amines catalyzed by palladium complexes with imidazole ligands
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Anna M. Trzeciak and Przemysław Wójcik
- Subjects
Phthalimides ,Reaction conditions ,Primary (chemistry) ,010405 organic chemistry ,Chemistry ,Process Chemistry and Technology ,Imidazole ligand ,Substrate (chemistry) ,chemistry.chemical_element ,010402 general chemistry ,01 natural sciences ,Combinatorial chemistry ,Catalysis ,0104 chemical sciences ,Palladium - Abstract
The efficient carbonylative cyclization of 1,2-diiodobenzene with different primary and secondary amines was performed using a palladium complex with an imidazole ligand, PdCl2(BIM)2, as a catalyst. In reactions performed at 1 atm of CO with primary amines, phthalimides were obtained as the only products with yields of up to 100% in 4 h. An even shorter time, 1 h, was sufficient to obtain the same products employing methyl-2-iodobenzoate as a substrate instead of 1,2-diiodobenzene. In an analogous reaction with secondary amines, 1,2-diiodobenzene was converted to three products, formed in amounts dependent on the reaction conditions. The presence of Pd NPs and soluble palladium intermediates indicated their participation in the catalytic reaction.
- Published
- 2018
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29. Diverse architectures and luminescence properties of three low-dimensional Zn(II)/Cd(II) coordination polymers based on a pyridine-imidazole ligand
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Guo-Ming Wang, Bin Su, Ji-Ping Wang, and Jin-Hua Li
- Subjects
chemistry.chemical_classification ,Photoluminescence ,010405 organic chemistry ,Ligand ,Imidazole ligand ,Stacking ,Supramolecular chemistry ,Polymer ,010402 general chemistry ,01 natural sciences ,0104 chemical sciences ,Inorganic Chemistry ,Crystallography ,chemistry.chemical_compound ,chemistry ,Pyridine ,Materials Chemistry ,Physical and Theoretical Chemistry ,Luminescence - Abstract
Based on a rigid ligand 3,5-bis(imidazole-1-yl)pyridine (bip), three new low-dimensional Zn(II)/Cd(II) coordination polymers [Zn(bip)(Cl)2]n (1), [Zn(bip)(Cl)2]n (2) and [Cd(bip)(p-bdc)0.5(NO3)(H2O)·H2O]n (3) (p-H2bdc = 1,4-benzenedicarboxylic acid) have been successfully obtained. Compounds 1 and 2 both feature zero-dimensional (0D) structures, whose asymmetric units are the same. Interestingly, the weak π-π stacking arrangement in 1 and 2 is significantly different in molecular orientation, resulting in two entirely different three-dimensional (3D) supramolecular structures. Compound 3 is characterized as an infinite one-dimensional (1D) chain structure formed by the linkage of Cd2(bip)2 units and linear p-bdc2− ligands, and is further extended into a 3D supramolecular architecture via weak π-π stacking interactions. It can be observed by careful investigation of the two structures that different packing modes in 1 and 2 can afford different networks. The photoluminescence of compounds 1–3 has been investigated in the solid state at ambient temperature.
- Published
- 2018
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30. Three Co(II)-coordination polymers based on 5-tert-butyl isophthalic acid and isomeric Bis(imidazole) ligands: Synthesis, optical and magnetic properties
- Author
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Yusuf Yerli, Mürsel Arıcı, Orhan Büyükgüngör, Okan Zafer Yeşilel, and Ondokuz Mayıs Üniversitesi
- Subjects
chemistry.chemical_classification ,5-tert-Butyl isophthalate ,010405 organic chemistry ,Ligand ,Imidazole ligand ,Magnetism ,Infrared spectroscopy ,Co(II)-coordination polymer ,Polymer ,010402 general chemistry ,01 natural sciences ,Hydrothermal circulation ,0104 chemical sciences ,Inorganic Chemistry ,Isophthalic acid ,chemistry.chemical_compound ,Crystallography ,chemistry ,Materials Chemistry ,Imidazole ,Semi-flexible bis(imidazole) linkers ,Physical and Theoretical Chemistry ,Benzene - Abstract
YESILEL, Okan Zafer/0000-0002-2284-1578; Arici, Mursel/0000-0001-8527-1587 WOS: 000425571300002 Three new Co(II)-coordination polymers, namely {[Co-3(mu(3)-tbip)(mu(4)-tbip)(mu(4)-tbip)(mu 4H2O)(mu-obix)]center dot 3H(2)O}(n) (1), [Co-3(Htbip)(mu-HtbiP)(mu(4)-thiP)(mu(4)-tbip)(H2O)(mu-mbix)](n) (2) and [Co-2(mu(3)-tbiP)(2)(mu-Pbix)](n) (3) (tbip: 5-tert-butyl isophthalate, o, m, pbix: 1,X-bis(imidazol-lylmethyl)benzene, X = 2, 3, 4) were systematically synthesized with H(2)tbip and isomeric bis(imidazole) linkers under hydrothermal conditions to investigate the influence of isomeric ligands on the structural diversity. They were characterized by elemental analysis, IR spectroscopy, single and powder X-ray diffractions. X-ray results showed that complexes 1 and 3 possessed 3D framework while complex 2 was 2D layer. In 1 and 2, trinuclear [Co-3(COO)(6)(OH2)] and [Co-3(COO)(6)] units were connected by tbip ligands to form 2D and 1D structures which were extended to form 3D and 2D structures by neutral ligands, respectively. Complex 3 was mutually interpenetrated each other to form 3D + 3D -> 3D interpenetrated framework with crs/dia-e topology. In 2, tbip ligand displayed new coordination modes. Moreover, thermal, optical and magnetic properties of the complexes were also studied. (C) 2018 Elsevier Ltd. All rights reserved.s Turkish Academy of Sciences (TUBA)Turkish Academy of Sciences Okan Zafer Yesilel thanks Turkish Academy of Sciences (TUBA) for partial support.
- Published
- 2018
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31. Distinct structures of inorganic–organic supramolecular assemblies based on discrete metallocyclic complexes incorporating flexible imidazole ligands: Syntheses, crystal structures and properties.
- Author
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Yang, Li, Chang, Guanjun, Luo, Liang, Ding, Feng, and You, Jingsong
- Subjects
- *
ORGANIC synthesis , *ORGANOMETALLIC compounds , *SUPRAMOLECULAR chemistry , *METAL complexes , *IMIDAZOLES , *LIGANDS (Chemistry) , *CRYSTAL structure - Abstract
Graphical abstract: Three new discrete dinuclear metallocyclic complexes have been synthesized by choosing the different flexible exo-bidentate imidazole-containing ligands with corresponding palladium salts. Compound 4 exhibits a [4+2] lantern-like cage structure. Complex 5 shows a 1D channel and complex 6 presents a 2D undulating framework. Display Omitted Highlights: [•] Three Pd(II) complexes with the flexible exo-bis(imidazole) ligands are synthesized. [•] Structural diversities are demonstrated. [•] Significant effects of the additional functional sites of chosen ligands are investigated. [•] The non-covalent interactions are discussed. [Copyright &y& Elsevier]
- Published
- 2013
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32. Reprint of “Structural diversity of cobalt(II) coordination compounds involving bent imidazole ligand: A route from 0D dimer to 3D coordination polymer”
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Schlechte, Laura, Bon, Volodymyr, Grünker, Ronny, Klein, Nicole, Senkovska, Irena, and Kaskel, Stefan
- Subjects
- *
CRYSTAL structure , *COBALT compounds synthesis , *COORDINATION compounds , *IMIDAZOLES , *LIGANDS (Chemistry) , *COORDINATION polymers - Abstract
Abstract: Mixed ligand approach could be successfully applied to design porous three-dimensional coordination polymers, involving 1,3-bis(imidazol-1-yl)benzene (1,3-bib) as ligand. Five novel Co(II) compounds with different dimensionality have been synthesized. Utilizing only 1,3-bib in the solvothermal reaction with Co(II) salts, only molecular dimer Co2(bib)2Cl4 or 1D polymer Co2(1,3-bib)2(NO3)2 could be synthesized. Copolymerization technique using additional linear dicarboxylates 1,4-benzenedicarboxylate (1,4-bdc) or 2,6-naphthalenedicarboxylate (2,6-ndc) facilitates the formation of 2D layered coordination polymers Co(1,3-bib)(1,4-bdc) and Co(1,3-bib)(2,6-ndc). Utilizing 4,4′-biphenyldicarboxylate (4,4′-bpdc) as a co-linker, a 3D metal–organic framework Co3(1,3-bib)(4,4′-bpdc)3 (DUT-58, DUT – Dresden University of Technology), possessing two interpenetrated uninodal 8-connected frameworks, has been obtained. DUT-58 exhibits a specific surface area of 1208m2/g and adsorbs 27mg/g hydrogen (maximum excess value at 30bar and 77K), 0.18g/g n-butane (at 293K) and 72mg/g methane (maximum excess value at 60bar and 298K). [Copyright &y& Elsevier]
- Published
- 2013
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33. Zeolite encapsulated Ru(III), Cu(II) and Zn(II) complexes as effective catalysts for the oxidation of ethylbenzene.
- Author
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Bhagya, Kondahalli and Gayathri, Virupaiah
- Abstract
Ru(III), Cu(II) and Zn(II) complexes of imidazole (ImzlH) have been synthesized in the supercages of zeolite-Y by flexible ligand method and characterized by spectroscopic (IR and UV-Vis) studies, XRD and thermogravimetric analysis, surface area, and pore volume measurements. These complexes were screened for their catalytic study towards the oxidation of ethylbenzene to a mixture of acetophenone, benzaldehyde and styrene using tert-butylhydroperoxide (TBHP) as an oxidant. A best-suited reaction condition has been optimized for these catalysts by varying the amount of the oxidant and catalyst, reaction time and volume of solvent for maximum transformation of ethylbenzene. Under the optimized reaction conditions, [Cu(ImzlH)]-Y gave 79.3% conversion after 1 h of reaction time. All these catalysts were more selective towards acetophenone formation. Among the prepared catalysts, zeolite encapsulated Cu(II) complex was found to be more active than the corresponding Ru(III) and Zn(II) complexes and all the complexes were stable enough to be reused. The catalytic activities of the neat complexes and metal exchanged zeolites were also compared with the zeolite encapsulated metal complexes. [ABSTRACT FROM AUTHOR]
- Published
- 2012
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34. Structural diversity of cobalt(II) coordination compounds involving bent imidazole ligand: A route from 0D dimer to 3D coordination polymer
- Author
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Schlechte, Laura, Bon, Volodymyr, Grünker, Ronny, Klein, Nicole, Senkovska, Irena, and Kaskel, Stefan
- Subjects
- *
COORDINATION polymers synthesis , *ORGANOCOBALT compounds , *CHEMICAL structure , *IMIDAZOLES , *LIGANDS (Chemistry) , *DIMERS , *POROUS materials , *COPOLYMERIZATION - Abstract
Abstract: Mixed ligand approach could be successfully applied to design porous three-dimensional coordination polymers, involving 1,3-bis(imidazol-1-yl)benzene (1,3-bib) as ligand. Five novel Co(II) compounds with different dimensionality have been synthesized. Utilizing only 1,3-bib in the solvothermal reaction with Co(II) salts, only molecular dimer Co2(bib)2Cl4 or 1D polymer Co2(1,3-bib)2(NO3)2 could be synthesized. Copolymerization technique using additional linear dicarboxylates 1,4-benzenedicarboxylate (1,4-bdc) or 2,6-naphthalenedicarboxylate (2,6-ndc) facilitates the formation of 2D layered coordination polymers Co(1,3-bib)(1,4-bdc) and Co(1,3-bib)(2,6-ndc). Utilizing 4,4′-biphenyldicarboxylate (4,4′-bpdc) as a co-linker, a 3D metal–organic framework Co3(1,3-bib)(4,4′-bpdc)3 (DUT-58, DUT – Dresden University of Technology), possessing two interpenetrated uninodal 8-connected frameworks, has been obtained. DUT-58 exhibits a specific surface area of 1208m2/g and adsorbs 27mg/g hydrogen (maximum excess value at 30bar and 77K), 0.18g/g n-butane (at 293K) and 72mg/g methane (maximum excess value at 60bar and 298K). [Copyright &y& Elsevier]
- Published
- 2012
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35. Synthesis and structure of two novel cobalt(II) and zinc(II) crystalline coordination networks constructed with 1,3,5-benzene tricarboxylate and 9,10-bis(imidazol-1-ylmethyl)anthracene
- Author
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Motegi, Hirofumi, Hu, Liangming, Slebodnick, Carla, and Hanson, Brian E.
- Subjects
- *
ORGANOTRANSITION metal compounds , *MOLECULAR structure , *COMPLEX compounds synthesis , *CARBOXYLIC acids , *ANTHRACENE , *IMIDAZOLES , *LIGANDS (Chemistry) , *HYDROGEN bonding - Abstract
Abstract: Two new cobalt(II) and zinc(II) coordination networks constructed from an anthracene based bis imidazole ligand, 9,10-bis(imidazol-1-ylmethyl)anthracene ligand (L), are reported. The compounds {[Co (HBTC2−) (L) (H2O)2]·H2O}∞(1) and {[Zn (HBTC2−) (L) (H2O)2]·H2O}∞(2) were synthesized under solvothermal conditions and structurally characterized by single X-ray diffraction analysis and thermogravimetric analysis. Both 1 and 2 have a one-dimensional covalently bonded (1D) zigzag chain structure that is linked into infinite two-dimensional (2D) sheets by inter-chain π···π stacking and hydrogen bonding. [Copyright &y& Elsevier]
- Published
- 2010
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36. Effect of substituents on the photoluminescence performance of Ir(III) complexes: Synthesis, electrochemistry and photophysical properties
- Author
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Jayabharathi, J., Thanikachalam, V., and Saravanan, K.
- Subjects
- *
PHOTOLUMINESCENCE , *ELECTROCHEMISTRY , *PROPERTIES of matter , *IMIDAZOLES , *IRIDIUM , *VOLTAMMETRY , *ABSORPTION spectra - Abstract
Abstract: We have prepared and characterized a series of substituted imidazole ligands namely dmmppi, dmmpfpi, dmdmppi and dmdmpfpi. These compounds will readily undergo cyclometalation with iridium trichloride and form di-irrido and the six coordinated iridium(III) dopants of the substituted imidazole ligands. They emit green colour both in solid and in solution phase. The peak emission wavelength of the dopants (λ max =428–497nm) can be finely tuned depending upon the electronic properties of the phenyl, fluorophyenyl, methoxy phenyl and dimethoxyphenyl substituents as well as their positions in the imidazole ring. These iridium complexes namely Ir(dmmppi)2(pic) 1a, Ir(dmmpfpi)2(pic) 1b, Ir(dmdmppi)2(pic) 1c and Ir(dmdmpfpi)2(pic) 1d were characterized by 1H NMR, MS and elemental analysis. All these iridium complexes 1a–1d show unusual high HOMO levels (E HOMO =5.21–5.41eV) and high phosphorescence. These complexes emit green light with exceedingly high efficiency. [Copyright &y& Elsevier]
- Published
- 2009
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37. Synthesis and photophysical characterization of new phosphorescent Ir(III) complexes cyclometallated with imidazole-based ligands
- Author
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Rho, Hyeon Hee and Ha, Yunkyoung
- Subjects
- *
ENERGY storage , *ELECTRONIC circuit design , *ELECTRONIC systems , *LIGHT sources - Abstract
Abstract: New Ir(III) complexes with a variety of imidazole ligands have been synthesized and fully characterized. The phenylimidazole-based ligands ( L = dpi , tmspi where dpi =1,4-diphenylimidazole; tmspi =1-trimethylsilyl-4-phenylimidazole) were prepared from copper catalyzed N-arylation reaction with 4-phenylimidzole. Ir(III) μ-chloro-bridged dimer, ( L )2Ir(μ-Cl)2Ir( L )2, were then prepared according to Nonoyama method [M. Nonoyama, Bull. Chem. Soc. Jpn. 47 (1974) 767]. ( L )2Ir(acac) and ( L )2Ir(pic) were finally obtained from the reaction of the dimer with the ancillary ligand, acetylacetonate (acac) or picolinate (pic). The complex coordinated with L and acac, ( L )2Ir(acac), does not exhibit emission. On the other hand, the complex coordinated with pic, ( L )2Ir(pic), showed green luminescence. Between ( dpi )2Ir(pic) and ( tmspi )2Ir(pic), ( tmspi )2Ir(pic) showed stronger emission. Naturally, the phenylimidazole-based ligands are known to have high energy gaps than 2-phenylpyridine. We thus performed the theoretical calculations on these complexes to support their optical properties. The calculation results show that the LUMO energy level of dpi and tmspi ligands are similar which that of acac ligand in ( L )2Ir(acac) complexes, and it leads to the energy transfer from dpi amd tmspi ligand, resulting in non-radiative process. [Copyright &y& Elsevier]
- Published
- 2006
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38. Structural, spectroscopic and redox studies of a new ruthenium(III) complex with an imidazole-rich tripodal ligand
- Author
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Scarpellini, Marciela, Carlos Toledo Jr., José, Neves, Ademir, Ellena, Javier, Castellano, Eduardo E., and Franco, Douglas W.
- Subjects
- *
CRYSTALS , *IMIDAZOLES , *PYRIDINE , *RUTHENIUM - Abstract
The present paper describes a new tripodal ligand containing imidazole and pyridine arms and its first cis-[RuIII(L)(Cl)2]ClO4 complex (1). The crystal structure of 1 shows RuIII in a distorted octahedral geometry, in which two chloride ions, cis-positioned to each other, are coordinated besides the four nitrogen atoms from the tetradentate ligand L. The cyclic voltammogram of 1 exhibits three redox processes at −67, +73 and +200 mV versus SCE, which are attributed to the RuIII/RuII couple in the cis-[RuIII(L)(Cl)2]+, cis-[RuII(L)(H2O)(Cl)]+ and cis-[RuII(L)(H2O)2]2+, respectively. After chemical reduction (Zn(Hg) or EuII) only the cis-[RuII(L)(H2O)2]2+ species is observed in the cyclic voltammetry. Complex 1 absorbs at 470 nm (
ϵ=1.4×103 mol−1 L cm−1), 335 nm (ϵ=7.9×103 mol−1 L cm−1), 301 nm (ϵ=6.7×103 mol−1 L cm−1) and 264 nm (ϵ=9.9×103 mol−1 L cm−1), in water solution (CF3COOH, 0.01 mol L−1,μ =0.1 mol L−1 with CF3COONa). Spectroelectrochemical experiments show a decrease of the bands at 335 and 301 nm, which are attributed to LMCT transitions from the chloride to the RuIII center and the appearance of a broad band at 402 nm ascribed to MLCT transition from the RuII center to the pyridine ligand. The lability of the water ligands in the cis-[RuII(L)(H2O)2]2+ species has been investigated using the auxiliary ligand pyrazine. Reactions in the presence of stoichiometric and excess of pyrazine yield the same species, cis-[RuII(L)(H2O)(pz)]2+, which exhibits a reversible redox process at 493 mV versus SCE and absorbs at 438 nm (ϵ=5.1×103 mol−1 L cm−1) and 394 nm (ϵ=4.2×103 mol−1 L cm−1). Experiments performed with a large excess of pyrazine gave a specific rate constantk1=(2.8±0.5)×10−2 M−1 s−1, at 25 °C, in CF3COOH, 0.01 mol L−1,μ=0.1 mol L−1 (with CF3COONa). [Copyright &y& Elsevier]- Published
- 2004
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39. Series of blue phospho‐iridium complexes with m‐filled phenyl imidazole ligands studied by density functional theory and time‐dependent density functional theory
- Author
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Peng Lü, Hongjie Zhang, Guo‐Qing Xi, Hao‐Yuan Chi, Ke-Chuan He, Zheng-Kun Qin, Ming-Xing Song, Shiquan Lü, and Zhang Yongling
- Subjects
Series (mathematics) ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Imidazole ligand ,chemistry.chemical_element ,Time-dependent density functional theory ,010402 general chemistry ,Block (periodic table) ,01 natural sciences ,0104 chemical sciences ,Crystallography ,OLED ,Density functional theory ,Molecular orbital ,Iridium ,Physical and Theoretical Chemistry - Abstract
A series of heteroleptic cyclometalated Ir (III) complexes, which are used for OLED application, were investigated by DFT and TD‐DFT method. The frontier molecular orbital character and charge transfer character shown that they have the advantages of low efficiency roll‐off, which is a “stumbling block” in the process of OLED solid‐lighting's development. Namely, means the materials will play an important role in the journey development of OLED.
- Published
- 2020
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40. Hydrothermal Assembly and Structural Characterization of an Organic–Inorganic Hybrid Octamolybdate Supported Transition Metal Complex [Cu(imi)2]4[(imi)2Mo8O26]·4H2O.
- Author
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Wu, Chuan-De, Lu, Can-Zhong, Yang, Wen-Bin, Lu, Shao-Fang, Zhuang, Hong-Hui, and Huang, Jin-Shun
- Abstract
The hydrothermal reaction of H
2 MoO4 , copper acetate and imidazole in water gave rise to the title compound [Cu(imi)2 ]4 [(imi)2 Mo8 O26 ]·4H2 O ( 1) as brown crystals. Single X-ray crystal analysis reveals that 1is built up from imidazole coordinated copper fragments and imidazole coordinated octamolybdate units. These dodec-nuclear clusters are assembled into one-dimensional chain through weak copper(I)–copper(I) interactions, and further attached into three-dimensional network in the packing via complex hydrogen bonding. [ABSTRACT FROM AUTHOR]- Published
- 2002
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41. A bio-inspired imidazole-functionalised copper cage complex
- Author
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Christian Würtele, Matthias Otte, and Sarah C. Bete
- Subjects
010405 organic chemistry ,Chemistry ,fungi ,Imidazole ligand ,Metals and Alloys ,food and beverages ,chemistry.chemical_element ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Combinatorial chemistry ,Copper ,Catalysis ,0104 chemical sciences ,3. Good health ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,copper ,cage complex ,imidazole ,chemistry.chemical_compound ,Materials Chemistry ,Ceramics and Composites ,Imidazole ,Cage ,Coordination geometry - Abstract
An imidazole-functionalised cage is synthesised that can coordinate to Cu(i). X-ray analysis reveals a T-shaped coordination of copper by the imidazole ligands reminiscent of the coordination geometry found in enzymatic active sites. This cage complex can catalyse the oxidation of benzylic alcohols to benzaldehydes utilizing oxygen as the terminal oxidant. peerReviewed
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- 2019
42. On The Axial Ligand Orientation of Heme Proteins and Model Compounds
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Kalodimos, C. G., Gerothanassis, I. P., Troganis, A., Momenteau, M., Carmona, P., editor, Navarro, R., editor, and Hernanz, A., editor
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- 1997
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43. High-valent copper in biomimetic and biological oxidations
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T. Daniel P. Stack, J. Brannon Gary, and William Keown
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Primary (chemistry) ,010405 organic chemistry ,Imidazole ligand ,Inorganic chemistry ,chemistry.chemical_element ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Copper ,Redox ,Article ,0104 chemical sciences ,Inorganic Chemistry ,chemistry.chemical_compound ,chemistry ,Biomimetics ,Oxidation state ,Polymer chemistry ,Oxygenases ,Imidazole ,Reactivity (chemistry) ,Amine gas treating ,Oxidoreductases ,Oxidation-Reduction - Abstract
A long-standing debate in the Cu-O2 field has revolved around the relevance of the Cu(III) oxidation state in biological redox processes. The proposal of Cu(III) in biology is generally challenged as no spectroscopic or structural evidence exists currently for its presence. The reaction of synthetic Cu(I) complexes with O2 at low temperature in aprotic solvents provides the opportunity to investigate and define the chemical landscape of Cu-O2 species at a small molecule level of detail; eight different types are characterized structurally, three of which contain at least one Cu(III) center. Simple imidazole or histamine ligands are competent in these oxygenation reactions to form Cu(III) complexes. The combination of synthetic structural and reactivity data suggests (i) that Cu(I) should be considered as either a one or two electron reductant reacting with O2, (ii) that Cu(III) reduction potentials of these formed complexes are modest and well within the limits of a protein matrix and (iii) that primary amine and imidazole ligands are surprisingly good at stabilizing Cu(III) centers. These Cu(III) complexes are efficient oxidants for hydroxylating phenolate substrates with reaction hallmarks similar to that performed in biological systems. The remarkable ligation similarity of the synthetic and biological systems makes it difficult to continue to exclude Cu(III) from biological discussions.
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- 2016
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44. Stille coupling via C–N bond cleavage
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Kazunori Miyamoto, Kentaro Yamaguchi, Shinsuke Komagawa, Masanobu Uchiyama, Dong-Yu Wang, Chao Wang, Masatoshi Kawahata, and Ze-Kun Yang
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Multidisciplinary ,010405 organic chemistry ,Aryl ,Science ,Imidazole ligand ,General Physics and Astronomy ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Medicinal chemistry ,Article ,General Biochemistry, Genetics and Molecular Biology ,0104 chemical sciences ,Catalysis ,Stille reaction ,chemistry.chemical_compound ,chemistry ,Functional group ,Ammonium ,Phenols ,Bond cleavage - Abstract
Cross-coupling is a fundamental reaction in the synthesis of functional molecules, and has been widely applied, for example, to phenols, anilines, alcohols, amines and their derivatives. Here we report the Ni-catalysed Stille cross-coupling reaction of quaternary ammonium salts via C–N bond cleavage. Aryl/alkyl-trimethylammonium salts [Ar/R–NMe3]+ react smoothly with arylstannanes in 1:1 molar ratio in the presence of a catalytic amount of commercially available Ni(cod)2 and imidazole ligand together with 3.0 equivalents of CsF, affording the corresponding biaryl with broad functional group compatibility. The reaction pathway, including C–N bond cleavage step, is proposed based on the experimental and computational findings, as well as isolation and single-crystal X-ray diffraction analysis of Ni-containing intermediates. This reaction should be widely applicable for transformation of amines/quaternary ammonium salts into multi-aromatics., The Stille reaction is a long-standing method for the construction of carbon-carbon bonds by coupling aryl halides with organotin compounds. Here the authors report a Stille coupling between aryl ammonium salts and arylstannanes catalysed by nickel.
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- 2016
45. Syntheses, Structures, and Properties of Four New Metal-Organic Frameworks Bases on Imidazole Ligands and 5-Amino-2,4,6-triodoisophthalic Acid
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Yong Zhou, Xiang-Bo Wei, Cui-Wu Lin, Xian-Hong Yin, and Jin Wang
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Biphenyl ,chemistry.chemical_classification ,010405 organic chemistry ,Coordination polymer ,Imidazole ligand ,Stacking ,Polymer ,010402 general chemistry ,01 natural sciences ,0104 chemical sciences ,Inorganic Chemistry ,chemistry.chemical_compound ,chemistry ,Polymer chemistry ,Organic chemistry ,Metal-organic framework ,Physical and Theoretical Chemistry ,Luminescence ,Powder diffraction - Abstract
Four metal-organic coordination polymers, [Zn(L1)2(L2)2]n (1), [Cd(L1)2(L2)2(H2O)2]n (2), [Ni(L1)2(L2)2(H2O)2]n (3), and [Co(L1)2(L2)2(H2O)2]n (4), (L1 = 4,4,bis(1-imidazoly)biphenyl, L2 = 5-amino-2, 4, 6-triodoisophthalic acid) have been hydrothermally synthesized and characterized by elemental analyses, IR, TG, PXRD, luminescent properties and single-crystal X-ray diffraction. X-ray structure analysis reveals that 1 is a 2D coordination polymer, while 2, 3, and 4 are 1D coordination polymers. The 3D structures of the four complexes are stabilized by π-π stacking and hydrogen-bonds.
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- 2016
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46. Syntheses and Crystal Structure of Complex [Ni(5-iipa)(bbi)]n Based on 5-Iodoisophthalic Acid and 1,1′-(1,4-Butanediyl)bis(imidazole) Ligand
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Yu-Jie Liu, Fu Xu, and Fu-An Li
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chemistry.chemical_classification ,Stereochemistry ,Hydrothermal reaction ,Imidazole ligand ,02 engineering and technology ,Crystal structure ,Polymer ,010402 general chemistry ,021001 nanoscience & nanotechnology ,01 natural sciences ,0104 chemical sciences ,Inorganic Chemistry ,chemistry.chemical_compound ,Crystallography ,chemistry ,Imidazole ,Orthorhombic crystal system ,Physical and Theoretical Chemistry ,0210 nano-technology - Abstract
A new polymer, [Ni(5-iipa)(bbi)]n (1) (5-iipa = 5-iodoisophthalic acid, bbi = 1,1′-(1,4-butanediyl)bis(imidazole)), has been synthesized through hydrothermal reaction. It was structurally characterized by elemental analysis and X-ray single-crystal diffraction. The X-ray crystal structure shows that the complex belongs to orthorhombic system, Pbca space group, and a = 10.1599(3) A, b = 16.9413(2) A, c = 22.1516(5) A. The polymer exhibits an infinite [Ni2(5-iipa)2]n double-chain, and such chains are further united together to generate a three-dimensional structure through bbi ligands. Adjacent 3D frameworks are interlaced each other in a parallel fashion to give rise to a twofold interpenetrating structure.
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- 2016
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47. Structural Variations of the First Family of Heterometallic Uranyl Carboxyphosphinate Assemblies by Synergy between Carboxyphosphinate and Imidazole Ligands
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Dai Wu, Weiting Yang, Qing-Jiang Pan, Chao Liu, and Zhong-Ming Sun
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010405 organic chemistry ,Stereochemistry ,Imidazole ligand ,Uranyl acetate ,General Chemistry ,010402 general chemistry ,Condensed Matter Physics ,Uranyl ,01 natural sciences ,Medicinal chemistry ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,Transition metal ,Imidazole ,Moiety ,Molecule ,General Materials Science ,Benzene - Abstract
Hydrothermal reactions of uranyl acetate and a series of transition metal acetates with a carboxyphosphinate and auxiliary N-donor ligands gave rise to the formation of eight heterometallic uranyl-organic assemblies, namely, Co(im)2(UO2)3(L)4 (1), Zn(bpi)(UO2)(L)2 (2), Cd(dib)(UO2)(L)2 (3), M(dib)(UO2)2(L)3 (M = Cd (4), Mn (5)), and [M(dib)2(H2O)2][(UO2)3(L)4]·nH2O (M = Co (6, n = 2), Ni (7, n = 2), Cu (8, n = 0)) [H2L = (2-carboxyethyl)(phenyl)phosphinic acid (CPP), im = imidazole, bpi =1-(biphenyl-4-yl)-1H-imidazole, dib =1,4-di(1H-imidazol-1-yl)benzene]. Single-crystal X-ray diffraction (XRD) analysis of 1 reveals a layered structure of UO6, UO7, and CoO4N2 units that are linked by the carboxyphosphinate ligands. Imidazole molecules modify the layer by coordinating to Co centers. Similarly, 2 is a mixed zinc-uranyl carboxyphosphinate with different topological two-dimensional structure and the decorated moiety is a bpi coligand. When in the presence of bridging dib coligands, the mixed cadmium–uranyl c...
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- 2016
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48. Synthesis, crystal structure and photocatalytic properties of two new coordination polymers based on flexible dicarboxylate and 1,1′-(1,4-butanediyl)bis(imidazole) ligands
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Shanhe Zhou, Lu Lu, Congying Rao, Yan-Chun Sun, Chunyue Shi, Wei-Ping Wu, and Aiqing Ma
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chemistry.chemical_classification ,010405 organic chemistry ,Ligand ,Imidazole ligand ,Methyl violet ,Polymer ,Crystal structure ,010402 general chemistry ,01 natural sciences ,0104 chemical sciences ,Inorganic Chemistry ,chemistry.chemical_compound ,chemistry ,Polymer chemistry ,Materials Chemistry ,Photocatalysis ,Degradation (geology) ,Imidazole ,Physical and Theoretical Chemistry - Abstract
The assembly of 3,3ˊ-(1,2-phenylenebis(methyleneoxy)) dibenzoic acid (H2L) with CoII/CuII salts in presence of 1,1′-(1,4-butanediyl)bis(imidazole) (bbi) ancillary ligand generated two new coordination polymers (CPs) with formula [Co(L)(bbi)]n (1) and [Cu3(μ2-OH)2(L)2(bbi)]n (2). The crystallographic studies revealed that 1 exhibits 2D layer structure, while 2 displays 1D chain. The photocatalytic activities of title materials have been tested for the degradation of a model organic dye methyl violet (MV). The photocatalytic experimental results demonstrated that both 1 and 2 displayed efficient photocatalytic performances to degrade MV under UV irradiation. The mechanisms of these CPs for photocatalytic behaviour have been proposed.
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- 2021
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49. Synthesis of new azo imidazole ligand and fabricating it’s chelate complexes with some metallic ions
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Husham M. Hasan Mubark, Israa N. Witwit, and Abid Allah M. Ali
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Metal ,History ,Chemistry ,visual_art ,Imidazole ligand ,Polymer chemistry ,visual_art.visual_art_medium ,Chelation ,Computer Science Applications ,Education ,Ion - Published
- 2020
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50. The roles of imidazole ligands in coordination supramolecular systems
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Shui-Sheng Chen
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chemistry.chemical_classification ,Research groups ,Chemistry ,Imidazole ligand ,Supramolecular chemistry ,Rational design ,02 engineering and technology ,General Chemistry ,Conjugated system ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Condensed Matter Physics ,Ring (chemistry) ,01 natural sciences ,Combinatorial chemistry ,0104 chemical sciences ,Coordination complex ,chemistry.chemical_compound ,Imidazole ,General Materials Science ,0210 nano-technology - Abstract
Imidazole is a fundamental building unit possessing a conjugated five-membered ring system with two N-donor coordination sites. The parent imidazole nucleus can be derivatized to three types of compounds at the 1-, 2-, or 4-positions, generating 1, 2, or 4-imidazole-containing ligands, or can be endowed with other functional groups to form multi-functional ligands. Imidazole and its derivatives have been widely employed as excellent candidates for targeted metal–organic frameworks (MOFs) in the domain of coordination chemistry. Moreover, recent reports show a boom in exploratory synthesis using imidazole derivatives to construct novel MOFs due to their distinct characteristics. In consideration of the rapidly growing research on imidazole ligands, herein, we would like to highlight the recent advances in the rational design of MOFs based on imidazole derivatives from our and other research groups; we would also like to provide new insights into the rational design of organic tectons and the construction of these advanced crystalline materials with desirable properties and functionalities.
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- 2016
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