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3. Double α,α CH bond insertion into sp3 CH2 moiety: synthesis of a Fe carbene bis-hydride dinitrogen complex

Author

Nathalie Saffon-Merceron, Marie Fustier-Boutignon, Anthony Cavaillé, Nicolas Mézailles, Julien Petit, Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA), Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Institut de Chimie de Toulouse (ICT-FR 2599), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD), Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC), Centre National de la Recherche Scientifique (CNRS), Institut de Chimie de Toulouse (ICT), Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Université de Toulouse (UT)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université de Toulouse (UT)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Centre National de la Recherche Scientifique (CNRS), and Université de Toulouse (UT)

Subjects
010405 organic chemistry, Chemistry, Hydride, 010402 general chemistry, 01 natural sciences, 0104 chemical sciences, Inorganic Chemistry, Crystallography, Paramagnetism, chemistry.chemical_compound, symbols.namesake, Mössbauer spectroscopy, symbols, [CHIM]Chemical Sciences, Moiety, Diamagnetism, Spin (physics), Raman spectroscopy, Carbene
Abstract

Reduction of high spin paramagnetic complex [(κ2-P, P′-PCH2PCy)FeCl2] 2 by two electrons under N2 resulted in the formation of two isomeric low spin diamagnetic complexes 3trans and 3cis [Fe(κ3-P,C,P′-PCPCy)(H)2(N2)]. Cristallization allowed isolation of complex 3d [Fe(κ3-P,C,P′-PCPCy)(H)2]2(μ-N2), characterized by X-ray diffraction, Mossbauer and Raman spectroscopies. DFT calculations rationalized the facile double α,α CH bond insertion into a single sp3 CH2 moiety, as well as the fast exchange positions of the hydrides in the cis dihydride complex observed by NMR spectrocscopy.

Published
2021

4. Double α,α CH bond insertion into sp

Author

Julien, Petit, Anthony, Cavaillé, Nathalie, Saffon-Merceron, Marie, Fustier-Boutignon, and Nicolas, Mézailles

Abstract

Reduction of high spin paramagnetic complex [(κ2-P, P'-PCH2PCy)FeCl2] 2 by two electrons under N2 resulted in the formation of two isomeric low spin diamagnetic complexes 3trans and 3cis [Fe(κ3-P,C,P'-PCPCy)(H)2(N2)]. Cristallization allowed isolation of complex 3d [Fe(κ3-P,C,P'-PCPCy)(H)2]2(μ-N2), characterized by X-ray diffraction, Mössbauer and Raman spectroscopies. DFT calculations rationalized the facile double α,α CH bond insertion into a single sp3 CH2 moiety, as well as the fast exchange positions of the hydrides in the cis dihydride complex observed by NMR spectrocscopy.

Published
2021

5. Catalytic Reduction of N

Author

Soukaina, Bennaamane, Maria F, Espada, Andrea, Mulas, Théo, Personeni, Nathalie, Saffon-Merceron, Marie, Fustier-Boutignon, Christophe, Bucher, and Nicolas, Mézailles

Abstract

Catalytic formation of borylamines from atmospheric N

Published
2021

6. Catalytic Reduction of N 2 to Borylamine at a Molybdenum Complex

Author

Soukaina Bennaamane, Andrea Mulas, Théo Personeni, Maria F. Espada, Nathalie Saffon-Merceron, Marie Fustier-Boutignon, Nicolas Mézailles, Christophe Bucher, Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA), Institut de Chimie de Toulouse (ICT), Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Université de Toulouse (UT)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université de Toulouse (UT)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Chimie - UMR5182 (LC), École normale supérieure de Lyon (ENS de Lyon)-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université de Toulouse (UT), Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Institut de Chimie de Toulouse (ICT-FR 2599), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD), Centre National de la Recherche Scientifique (CNRS)-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-École normale supérieure - Lyon (ENS Lyon)-Institut de Chimie du CNRS (INC), Institut de Chimie de Toulouse (ICT-FR 2599), and Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)

Subjects
Chemistry, 010405 organic chemistry, chemistry.chemical_element, Selective catalytic reduction, Boranes, General Chemistry, General Medicine, [CHIM.CATA]Chemical Sciences/Catalysis, Electrochemistry, 010402 general chemistry, Combinatorial chemistry, 01 natural sciences, Catalysis, 0104 chemical sciences, 3. Good health, Molybdenum, Surface modification, [CHIM]Chemical Sciences, ComputingMilieux_MISCELLANEOUS
Abstract

International audience; Catalytic formation of borylamines from atmospheric N2 is achieved for the first time using a series of homogenous (triphosphine)Mo complexes. Stepwise functionnalization of the (triphosphine)Mo-nitrido complex with chloroborane led the synthesis of the imido complex. Electrochemical characterization of the (PPP)Mo-nitrido and (PPP)Mo-borylimido complexes showed that the latter is much more easily reduced.

Published
2021

7. Stepwise Functionalization of N 2 at Mo: Nitrido to Imido to Amido - Factors Favoring Amine Elimination from the Amido Complex

Author

Maria F. Espada, Noel Nebra, Eric Clot, Ikram Yagoub, Soukaina Bennaamane, Nathalie Saffon-Merceron, Marie Fustier-Boutignon, Nicolas Mézailles, Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA), Institut de Chimie de Toulouse (ICT), Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Université de Toulouse (UT)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université de Toulouse (UT)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Centre National de la Recherche Scientifique (CNRS), Université de Toulouse (UT), Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Institut de Chimie de Toulouse (ICT-FR 2599), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD), Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC), Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM ICMMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Centre National de la Recherche Scientifique (CNRS)-Université de Montpellier (UM)-Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Institut de Chimie du CNRS (INC)

Subjects
010405 organic chemistry, chemistry.chemical_element, [CHIM.CATA]Chemical Sciences/Catalysis, Hydride ligands, 010402 general chemistry, 01 natural sciences, 0104 chemical sciences, Inorganic Chemistry, [CHIM.THEO]Chemical Sciences/Theoretical and/or physical chemistry, chemistry, Molybdenum, Polymer chemistry, Surface modification, [CHIM]Chemical Sciences, Amine gas treating, [CHIM.COOR]Chemical Sciences/Coordination chemistry, ComputingMilieux_MISCELLANEOUS
Abstract

International audience; Functionalization of nitrido complex [(P Ph P2 Cy)Mo(N)(I)] by a bis-silane in concentrated medium generates the hydrido-imido complex [(P Ph P2 Cy)Mo(H)(=NSiMe2CH2CH2SiMe2H)(I)]. Abstraction of the iodide by thallium salt TlX (X = PF6, OTf) results in a second N─Si bond formation and forms the bis-hydride amide complex [(P Ph P2 Cy)Mo(H)2(NSiMe2CH2CH2SiMe2)] +. An alternative synthesis relies on the abstraction of the iodide from the nitride complex [(P Ph P2 Cy)Mo(N)(I)] to generate the corresponding cationic complex [(P Ph P2 Cy)Mo(N)] + followed by addition of the bis-silane. Addition of PMe3 to the [(P Ph P2 Cy)Mo(H)2(NSiMe2CH2CH2SiMe2)] + complex liberates the silylamine and forms the Mo (II) cationic complex [(P Ph P2 Cy)Mo(H)(PMe3)] +. DFT calculations rationalizing the observed reactivity are presented.

Published
2020

8. [(dcpp)Ni( η 2 -Arene)] Precursors: Synthesis, Reactivity, and Catalytic Application to the Suzuki–Miyaura Reaction

Author

Emmanuel Nicolas, Olivier Thillaye Du Boullay, Alexia Ohleier, Elixabete Rezabal, Florian D'Accriscio, Gilles Frison, Marie Fustier-Boutignon, Nicolas Mézailles, Nathalie Saffon-Merceron, Matthieu Demange, Noel Nebra, Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA), Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Institut de Chimie de Toulouse (ICT-FR 2599), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD), Laboratoire de chimie moléculaire (LCM), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-École polytechnique (X), Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC), Institut de Chimie de Toulouse (ICT), Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Université de Toulouse (UT)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université de Toulouse (UT)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Centre National de la Recherche Scientifique (CNRS), École polytechnique (X)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), and Université de Toulouse (UT)

Subjects
010405 organic chemistry, Ligand, Organic Chemistry, [CHIM.CATA]Chemical Sciences/Catalysis, 010402 general chemistry, 01 natural sciences, Medicinal chemistry, Toluene, Oxidative addition, 0104 chemical sciences, Catalysis, Inorganic Chemistry, [CHIM.THEO]Chemical Sciences/Theoretical and/or physical chemistry, chemistry.chemical_compound, Displacement reactions, chemistry, Reactivity (chemistry), [CHIM.COOR]Chemical Sciences/Coordination chemistry, Physical and Theoretical Chemistry, Naphthalene
Abstract

International audience; The complexes (Cy2PC3H6PCy2)Ni(η2-arene) (arene = toluene (3), naphthalene (4)) have been synthesized and studied in detail. Displacement reactions of the toluene ligand afford the complexes (Cy2PC3H6PCy2)Ni(η2-styrene) (5), (Cy2PC3H6PCy2)Ni(PhCN) (6), (Cy2PC3H6PCy2)Ni(CO)2 (7), (Cy2PC3H6PCy2)Ni(PPh3) (8), (Cy2PC3H6PCy2)Ni(PCy3) (9), {(Cy2PC3H6PCy2)Ni}2(μ-H)2 (10), (Cy2PC3H6PCy2)Ni(η2-CO2) (11), and [(Cy2PC3H6PCy2)Ni]2(μ,η2-1,5-COD) (12). The relative rates of ArCl oxidative addition at Ni complexes 3, 4, 6, 8, and 12 have been evaluated experimentally, and the mechanism has been calculated by DFT. Complexes 3 and 4 are efficient catalysts for the Suzuki–Miyaura reaction between chloroarenes and Ar′B(OH)2.

Published
2020

9. Synthesis and Reactivity of an End-Deck cyclo -P4 Iron Complex

Author

Marie Fustier-Boutignon, Nicolas Mézailles, Nathalie Saffon-Merceron, Anthony Cavaillé, and Noel Nebra

Subjects
White Phosphorus, Chemistry, 010405 organic chemistry, Phosphorus, chemistry.chemical_element, General Chemistry, General Medicine, 010402 general chemistry, Medicinal chemistry, 01 natural sciences, Catalysis, 0104 chemical sciences, Electron transfer, Mössbauer spectroscopy, Reactivity (chemistry), Molecular orbital, Iron complex
Abstract

Reduction of the FeII complex [(Ph PP2Cy )FeCl2 ] (2) generated an electron-rich and unsaturated Fe0 species, which was reacted with white phosphorus. The resulting new complex, [(Ph PP2Cy )Fe(η4 -P4 )] (3), is the first iron cyclo-P4 complex and the only known stable end-deck cyclo-P4 complex outside Group V. Complex 3 features an FeII center, as shown by Mossbauer spectroscopy, associated to a P42- fragment. The distinct reactivity of complex 3 was rationalized by analysis of the molecular orbitals. Reaction of complex 3 with H+ afforded the unstable complex [(Ph PP2Cy )Fe(η4 -P4 )(H)]+ (4), whereas with CuCl and BCF, the complexes [(Ph PP2Cy )Fe(η4 :η1 -P4 )(μ-CuCl)]2 (5) and [(Ph PP2Cy )Fe(η4 :η1 -P4 )B(C6 F5 )3 ] (6) were formed.

Published
2018

10. C−H Bond Trifluoromethylation of Arenes Enabled by a Robust, High-Valent Nickel(IV) Complex

Author

Nathalie Saffon-Merceron, Noel Nebra, Marie Fustier-Boutignon, Nicolas Mézailles, Florian D'Accriscio, and Pilar Borja

Subjects
Reaction mechanism, 010405 organic chemistry, Trifluoromethylation, chemistry.chemical_element, General Medicine, General Chemistry, Nuclear magnetic resonance spectroscopy, Reaction intermediate, 010402 general chemistry, Photochemistry, 01 natural sciences, Catalysis, 0104 chemical sciences, law.invention, Nickel, chemistry.chemical_compound, Crystallography, chemistry, law, Yield (chemistry), Pyridine, Electron paramagnetic resonance
Abstract

The robust, high-valent NiIV complex [(Py)2NiIVF2(CF3)2] (Py=pyridine) was synthesized and fully characterized by NMR spectroscopy, X-ray diffraction, and elemental analysis. It reacts with aromatic compounds at 25 °C to form the corresponding benzotrifluorides in nearly quantitative yield. The monomeric and dimeric NiIIICF3 complexes 2⋅Py and 2 were identified as key intermediates, and their structures were unambiguously determined by EPR spectroscopy and X-ray diffraction. Preliminary kinetic studies in combination with the isolation of reaction intermediates confirmed that the C−H bond-breaking/C−CF3 bond-forming sequence can occur both at NiIVCF3 and NiIIICF3 centers.

Published
2017

11. Geminal Dianions Stabilized by Main Group Elements

Author

Marie Fustier-Boutignon, Nicolas Mézailles, Noel Nebra, Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA), Institut de Chimie de Toulouse (ICT), Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Université de Toulouse (UT)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université de Toulouse (UT)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Centre National de la Recherche Scientifique (CNRS), Centre National de la Recherche Scientifique (CNRS), Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Institut de Chimie de Toulouse (ICT-FR 2599), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD), Laboratoire Hétéroéléments et Coordination (DCPH), and École polytechnique (X)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)

Subjects
chemistry.chemical_classification, Geminal, 010405 organic chemistry, Chemistry, Substituent, General Chemistry, 010402 general chemistry, 01 natural sciences, Medicinal chemistry, 0104 chemical sciences, 3. Good health, Coordination complex, chemistry.chemical_compound, Main group element, [CHIM]Chemical Sciences, Reactivity (chemistry), Lone pair, ComputingMilieux_MISCELLANEOUS
Abstract

International audience; This review is dedicated to the chemistry of stable and isolable species that bear two lone pairs at the same C center, i.e., geminal dianions, stabilized by main group elements. Three cases can thus be considered: the geminal-dilithio derivative, for which the two substituents at C are neutral, the yldiide derivatives, for which one substituent is neutral while the other is charged, and finally the geminal bisylides, for which the two substituents are positively charged. In this review, the syntheses and electronic structures of the geminal dianions are presented, followed by the studies dedicated to their reactivity toward organic substrates and finally to their coordination chemistry and applications. CONTENTS

Published
2019

12. Triphos–Fe dinitrogen and dinitrogen–hydride complexes: relevance to catalytic N2 reductions

Author

Benjamin Joyeux, Anthony Cavaillé, Nathalie Saffon-Merceron, Noel Nebra, Marie Fustier-Boutignon, Nicolas Mézailles, Institut de Chimie de Toulouse (ICT-FR 2599), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC), Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA), Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD), Laboratoire Hétéroéléments et Coordination (DCPH), and École polytechnique (X)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)

Subjects
Disproportionation, Protonation, 010402 general chemistry, 01 natural sciences, Medicinal chemistry, Catalysis, Metal, chemistry.chemical_compound, Materials Chemistry, [CHIM]Chemical Sciences, ComputingMilieux_MISCELLANEOUS, Atmospheric pressure, 010405 organic chemistry, Hydride, Metals and Alloys, General Chemistry, Triphos, 3. Good health, 0104 chemical sciences, Surfaces, Coatings and Films, Electronic, Optical and Magnetic Materials, chemistry, visual_art, Ceramics and Composites, visual_art.visual_art_medium
Abstract

The two electron reduction of iron complexes [(PRP2Cy)Fe(Cl)2] (R = Ph or tBu) 2a–b afforded complexes [(PRP2Cy)Fe(N2)2] 4a–b. Protonation of 4a at the metal center and subsequent reduction to Fe(I)–H species lead to complex [(PPhP2Cy)Fe(N2)(H)2] 6avia a spontaneous disproportionation reaction. Complex 4a behaves as one of the most efficient monometallic Fe-catalysts reported to date for N2-to-N(SiMe3)3 functionalization under atmospheric pressure.

Published
2018

14. Room-Temperature Functionalization of N2 to Borylamine at a Molybdenum Complex

Author

Qian Liao, Stéphane Massou, Nathalie Saffon-Merceron, Noel Nebra, Soukaina Bennaamane, Maria F. Espada, Marie Fustier-Boutignon, Nicolas Mézailles, Eric Clot, Laboratoire Hétérochimie Fondamentale et Appliquée (LHFA), Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Institut de Chimie de Toulouse (ICT-FR 2599), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD), Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC), Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM ICMMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Centre National de la Recherche Scientifique (CNRS)-Université de Montpellier (UM)-Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Institut de Chimie du CNRS (INC)

Subjects
010405 organic chemistry, Chemistry, Intermolecular force, chemistry.chemical_element, Boranes, General Medicine, General Chemistry, [CHIM.CATA]Chemical Sciences/Catalysis, Borane, Hydride ligands, 010402 general chemistry, 01 natural sciences, Catalysis, 3. Good health, 0104 chemical sciences, Metal, [CHIM.THEO]Chemical Sciences/Theoretical and/or physical chemistry, chemistry.chemical_compound, Molybdenum, visual_art, Polymer chemistry, visual_art.visual_art_medium, Surface modification, [PHYS.PHYS.PHYS-CHEM-PH]Physics [physics]/Physics [physics]/Chemical Physics [physics.chem-ph], ComputingMilieux_MISCELLANEOUS
Abstract

Intermolecular, stepwise functionalization by BH bonds of a (triphosphine)MoIV -nitrido complex generated by N2 splitting is reported. The imido-hydride and di-hydride-amido MoIV complexes have been isolated and characterized. Addition of PinBH to the [Mo(H)2 (N(BPin)2 )]+ complex at room temperature results in the liberation of borylamines from the metal center.

Published
2018

15. Room-Temperature Functionalization of N

Author

Maria F, Espada, Soukaina, Bennaamane, Qian, Liao, Nathalie, Saffon-Merceron, Stéphane, Massou, Eric, Clot, Noel, Nebra, Marie, Fustier-Boutignon, and Nicolas, Mézailles

Abstract

Intermolecular, stepwise functionalization by BH bonds of a (triphosphine)Mo

Published
2018

17. A Nucleophilic Gold(III) Carbene Complex

Author

Marie Fustier-Boutignon, Nathalie Saffon-Merceron, Nicolas Mézailles, Feriel Rekhroukh, Mathieu Lafage, Didier Bourissou, Anthony Pujol, Noel Nebra, and Abderrahmane Amgoune

Subjects
Geminal, 010405 organic chemistry, Transition metal carbene complex, General Medicine, General Chemistry, 010402 general chemistry, Photochemistry, 01 natural sciences, Medicinal chemistry, Catalysis, 0104 chemical sciences, 3. Good health, C c coupling, chemistry.chemical_compound, Gold iii, chemistry, Nucleophile, Electrophile, Carbene
Abstract

The first gold(III) carbene complex was prepared by reacting a geminal dianion with a (P,C) cyclometallated gold(III) precursor. Its structure and bonding situation have been thoroughly investigated by experimental and computational means. The presence of a high-energy HOMO centered at the carbene center suggests nucleophilic character for the gold(III) carbene complex. This unprecedented feature was confirmed by reactions with two electrophiles (PhNCS and CS2) resulting in two types of C=C coupling.

Published
2017

18. Stable Geminal Dianions as Precursors for Gem-Diorganometallic and Carbene Complexes

Author

Marie Fustier-Boutignon and Nicolas Mézailles

Subjects
Lanthanide, chemistry.chemical_compound, Geminal, Chemistry, Computational chemistry, Yield (chemistry), Organic chemistry, Moiety, Reactivity (chemistry), Actinide, Bimetallic strip, Carbene
Abstract

In this chapter, recent advances in the use of stable gem-dilithio compounds for the synthesis of carbene complexes or bimetallic complexes of groups 1–4, lanthanides, actinides and groups 13–14 are presented. This chemistry is based on the precise understanding of the factors that govern the stabilization of the gem-dilithio species. It is particularly noticeable that at least one high valent phosphorus moiety is needed to isolate the desired precursor in high yield and purity. For each family of complexes, the question of the nature of the metal–ligand interaction is addressed as well as their general reactivity.

Published
2014

19. Synthesis of phosphorus(V)-stabilized geminal dianions : the cases of mixed P═X/P→BH3 (X = S, O) and P═S/SiMe3 derivatives

Author

Hadrien Heuclin, Samuel Ying-Fu Ho, Marie Fustier-Boutignon, Nicolas Mézailles, Cheuk-Wai So, Sophie Carenco, Xavier-Frédéric Le Goff, School of Physical and Mathematical Sciences, Laboratoire Hétéroéléments et Coordination (DCPH), École polytechnique (X)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Nanyang Technological University, School of Physical and Mathematical Sciences, Division of Chemistry and Biological Chemistry, and Nanyang Technological University [Singapour]

Subjects
Geminal, 010405 organic chemistry, Stereochemistry, Phosphorus, Organic Chemistry, Kinetics, chemistry.chemical_element, 010402 general chemistry, 01 natural sciences, Medicinal chemistry, 0104 chemical sciences, Inorganic Chemistry, chemistry.chemical_compound, Monomer, Deprotonation, chemistry, Science::Chemistry::Organic chemistry::Organometallic compounds [DRNTU], [CHIM.COOR]Chemical Sciences/Coordination chemistry, Physical and Theoretical Chemistry, Carbene
Abstract

International audience; The monodeprotonation of [CH2(PPh2→BH3)(PPh2═E)] (E = S (6), O (7)) afforded [CH(PPh2→BH3)(PPh2═E)]− (E = S (6-), O (7-)), whose structures were confirmed by X-ray crystallography. The kinetics of the second deprotonation appeared to be crucial in efficient synthesis of the corresponding dianions. Thus, the double deprotonation of 6 only led to 62-; the analogous reaction with 7 was slower and resulted only in the partial formation of 72-. Double deprotonation of the compound [CH2(SiMe3)(PPh2═S)] (8) also resulted in the partial formation of [C(SiMe3)(PPh2═S)]2- (82-), whose structure was confirmed by X-ray crystallography. The rare monomeric Mg carbene compound [MgC(PPh2→BH3)(PPh2═S)] (9) was obtained by the reaction of 6 with Mg(nBu)2. The X-ray structure of 9 is presented.

Published
2013

20. Transmetalation of a nucleophilic carbene fragment: from early to late transition metals

Author

Xavier F. Le Goff, Hadrien Heuclin, Marie Fustier-Boutignon, Nicolas Mézailles, Laboratoire Hétéroéléments et Coordination (DCPH), and École polytechnique (X)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)

Subjects
010405 organic chemistry, Chemistry, Transition metal carbene complex, Metals and Alloys, General Chemistry, 010402 general chemistry, Photochemistry, 01 natural sciences, Medicinal chemistry, Catalysis, 0104 chemical sciences, Surfaces, Coatings and Films, Electronic, Optical and Magnetic Materials, chemistry.chemical_compound, Transmetalation, Nucleophile, Transition metal, Materials Chemistry, Ceramics and Composites, [CHIM.COOR]Chemical Sciences/Coordination chemistry, Carbene
Abstract

International audience; Early transition metal nucleophilic carbene complexes have been used as stoichiometric carbene transfer agents in a transmetalation process.

Published
2012

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