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Charge Transfer Properties of Benzo[b]thiophene Ferrocenyl Complexes
- Source :
- Organometallics 34 (2015): 4451–4463. doi:10.1021/acs.organomet.5b00191, info:cnr-pdr/source/autori:Donoli, Alessandro; Bisello, Annalisa; Cardena, Roberta; Crisma, Marco; Orian, Laura; Santi, Saverio/titolo:Charge Transfer Properties of Benzo[b]thiophene Ferrocenyl Complexes/doi:10.1021%2Facs.organomet.5b00191/rivista:Organometallics/anno:2015/pagina_da:4451/pagina_a:4463/intervallo_pagine:4451–4463/volume:34
- Publication Year :
- 2015
- Publisher :
- American Chemical Society, 2015.
-
Abstract
- The synthesis of 2-ferrocenylbenzo[b]-thiophene, 3-ferrocenylbenzo[b]thiophene, 1,1-bis(2-indene)-ferrocene, and the two isomers of 1,1'-bis(2-benzo[b]-thiophene)ferrocene was efficiently achieved by using the palladium-catalyzed Negishi C,C cross-coupling reaction of the appropriate bromobenzo[b]thiophene derivative with ferrocenylzinc chloride. The accessibility of differently substituted benzo[b]thiophenes and a comparison with indene analogues allowed an in-depth investigation on how the geometric modifications and the presence of sulfur affect their physical properties. The molecular structure of 3-ferrocenylbenzo[b]-(t)hiophene has been determined by X-ray diffraction. Electrochemistry and UV-vis-NIR spectroscopy, in particular the appearance upon oxidation of a charge transfer absorption in the NIR region, are rationalized through quantum chemistry calculations and in the framework of the Hush theory.
- Subjects :
- Negishi coupling
Organic Chemistry
Electrochemistry
Photochemistry
Medicinal chemistry
Quantum chemistry
Inorganic Chemistry
chemistry.chemical_compound
chemistry
Ferrocene
Thiophene
Molecule
Physical and Theoretical Chemistry
Indene
MIXED-VALENCE IONS
ELECTRON-TRANSFER
CYCLIC VOLTAMMETRY
OPTICAL-PROPERTIES
SCREENING MODEL
METAL-COMPLEXES
LIGANDS
Derivative (chemistry)
Subjects
Details
- Language :
- English
- Database :
- OpenAIRE
- Journal :
- Organometallics 34 (2015): 4451–4463. doi:10.1021/acs.organomet.5b00191, info:cnr-pdr/source/autori:Donoli, Alessandro; Bisello, Annalisa; Cardena, Roberta; Crisma, Marco; Orian, Laura; Santi, Saverio/titolo:Charge Transfer Properties of Benzo[b]thiophene Ferrocenyl Complexes/doi:10.1021%2Facs.organomet.5b00191/rivista:Organometallics/anno:2015/pagina_da:4451/pagina_a:4463/intervallo_pagine:4451–4463/volume:34
- Accession number :
- edsair.doi.dedup.....4d9c8e71204e508ed186643b1bb93560