Cargando…

New Unsymmetrically Benzene-Fused Bis (Tetrathiafulvalene): Synthesis, Characterization, Electrochemical Properties and Electrical Conductivity of Their Materials

The synthesis of new unsymmetrically benzene-fused bis (tetrathiafulvalene) has been carried out by a cross-coupling reaction of the respective 4,5-dialkyl-1,3-dithiole- 2-selenone 6–9 with 2-(4-(p-nitrophenyl)-1,3-dithiole-2-ylidene)-1,3,5,7-tetrathia-s-indacene- 6-one 5 prepared by olefination of...

Descripción completa

Detalles Bibliográficos
Autores principales: Abbaz, Tahar, Bendjeddou, Amel, Gouasmia, Abdelkrim, Villemin, Didier, Shirahata, Takashi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International (MDPI) 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3975413/
https://www.ncbi.nlm.nih.gov/pubmed/24642878
http://dx.doi.org/10.3390/ijms15034550
_version_ 1782310148710072320
author Abbaz, Tahar
Bendjeddou, Amel
Gouasmia, Abdelkrim
Villemin, Didier
Shirahata, Takashi
author_facet Abbaz, Tahar
Bendjeddou, Amel
Gouasmia, Abdelkrim
Villemin, Didier
Shirahata, Takashi
author_sort Abbaz, Tahar
collection PubMed
description The synthesis of new unsymmetrically benzene-fused bis (tetrathiafulvalene) has been carried out by a cross-coupling reaction of the respective 4,5-dialkyl-1,3-dithiole- 2-selenone 6–9 with 2-(4-(p-nitrophenyl)-1,3-dithiole-2-ylidene)-1,3,5,7-tetrathia-s-indacene- 6-one 5 prepared by olefination of 4-(p-nitrophenyl)-1,3-dithiole-2-selenone 3 and 1,3,5,7-tetrathia-s-indacene-2,6-dione 4. The conversion of the nitro moiety 10a–d to amino 11a–d then dibenzylamine 12a–d groups respectively used reduction and alkylation methods. The electron donor ability of these new compounds has been measured by cyclic voltammetry (CV) technique. Charge transfer complexes with tetracyanoquino-dimethane (TCNQ) were prepared by chemical redox reactions. The complexes have been proven to give conducting materials.
format Online
Article
Text
id pubmed-3975413
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher Molecular Diversity Preservation International (MDPI)
record_format MEDLINE/PubMed
spelling pubmed-39754132014-04-04 New Unsymmetrically Benzene-Fused Bis (Tetrathiafulvalene): Synthesis, Characterization, Electrochemical Properties and Electrical Conductivity of Their Materials Abbaz, Tahar Bendjeddou, Amel Gouasmia, Abdelkrim Villemin, Didier Shirahata, Takashi Int J Mol Sci Article The synthesis of new unsymmetrically benzene-fused bis (tetrathiafulvalene) has been carried out by a cross-coupling reaction of the respective 4,5-dialkyl-1,3-dithiole- 2-selenone 6–9 with 2-(4-(p-nitrophenyl)-1,3-dithiole-2-ylidene)-1,3,5,7-tetrathia-s-indacene- 6-one 5 prepared by olefination of 4-(p-nitrophenyl)-1,3-dithiole-2-selenone 3 and 1,3,5,7-tetrathia-s-indacene-2,6-dione 4. The conversion of the nitro moiety 10a–d to amino 11a–d then dibenzylamine 12a–d groups respectively used reduction and alkylation methods. The electron donor ability of these new compounds has been measured by cyclic voltammetry (CV) technique. Charge transfer complexes with tetracyanoquino-dimethane (TCNQ) were prepared by chemical redox reactions. The complexes have been proven to give conducting materials. Molecular Diversity Preservation International (MDPI) 2014-03-17 /pmc/articles/PMC3975413/ /pubmed/24642878 http://dx.doi.org/10.3390/ijms15034550 Text en © 2014 by the authors; licensee MDPI, Basel, Switzerland http://creativecommons.org/licenses/by/3.0/ This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Abbaz, Tahar
Bendjeddou, Amel
Gouasmia, Abdelkrim
Villemin, Didier
Shirahata, Takashi
New Unsymmetrically Benzene-Fused Bis (Tetrathiafulvalene): Synthesis, Characterization, Electrochemical Properties and Electrical Conductivity of Their Materials
title New Unsymmetrically Benzene-Fused Bis (Tetrathiafulvalene): Synthesis, Characterization, Electrochemical Properties and Electrical Conductivity of Their Materials
title_full New Unsymmetrically Benzene-Fused Bis (Tetrathiafulvalene): Synthesis, Characterization, Electrochemical Properties and Electrical Conductivity of Their Materials
title_fullStr New Unsymmetrically Benzene-Fused Bis (Tetrathiafulvalene): Synthesis, Characterization, Electrochemical Properties and Electrical Conductivity of Their Materials
title_full_unstemmed New Unsymmetrically Benzene-Fused Bis (Tetrathiafulvalene): Synthesis, Characterization, Electrochemical Properties and Electrical Conductivity of Their Materials
title_short New Unsymmetrically Benzene-Fused Bis (Tetrathiafulvalene): Synthesis, Characterization, Electrochemical Properties and Electrical Conductivity of Their Materials
title_sort new unsymmetrically benzene-fused bis (tetrathiafulvalene): synthesis, characterization, electrochemical properties and electrical conductivity of their materials
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3975413/
https://www.ncbi.nlm.nih.gov/pubmed/24642878
http://dx.doi.org/10.3390/ijms15034550
work_keys_str_mv AT abbaztahar newunsymmetricallybenzenefusedbistetrathiafulvalenesynthesischaracterizationelectrochemicalpropertiesandelectricalconductivityoftheirmaterials
AT bendjeddouamel newunsymmetricallybenzenefusedbistetrathiafulvalenesynthesischaracterizationelectrochemicalpropertiesandelectricalconductivityoftheirmaterials
AT gouasmiaabdelkrim newunsymmetricallybenzenefusedbistetrathiafulvalenesynthesischaracterizationelectrochemicalpropertiesandelectricalconductivityoftheirmaterials
AT villemindidier newunsymmetricallybenzenefusedbistetrathiafulvalenesynthesischaracterizationelectrochemicalpropertiesandelectricalconductivityoftheirmaterials
AT shirahatatakashi newunsymmetricallybenzenefusedbistetrathiafulvalenesynthesischaracterizationelectrochemicalpropertiesandelectricalconductivityoftheirmaterials