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Int. J. Mol. Sci. 2014, 15(3), 4550-4564; doi:10.3390/ijms15034550

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

Laboratory of Aquatic and Terrestrial Ecosystems, Organic and Bioorganic Chemistry Group, University of Mohammed Cherif Mesaadia, Souk Ahras 41000, Algeria
Laboratory of Organic Materials and Heterochemistry, University of Tebessa, Constantine Road, Tebessa 12000, Algeria
Laboratory of Molecular and Thio-Organic Chemistry, UMR CNRS 6507, INC3M, FR 3038, Labex EMC3, ENSICAEN & University of Caen, Caen 14050, France
Department of Applied Chemistry, Graduate School of Science and Engineering, Ehine University, 3 Bunkyo-cho, Matsuyama, Ehine 790-8577, Japan
Author to whom correspondence should be addressed.
Received: 19 February 2014 / Revised: 7 March 2014 / Accepted: 10 March 2014 / Published: 17 March 2014
(This article belongs to the Section Material Sciences and Nanotechnology)
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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 69 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 10ad to amino 11ad then dibenzylamine 12ad 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.
Keywords: conductivity; redox potentials; organic materials; tetrathiafulvalenes conductivity; redox potentials; organic materials; tetrathiafulvalenes

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Abbaz, T.; Bendjeddou, A.; Gouasmia, A.; Villemin, D.; Shirahata, T. New Unsymmetrically Benzene-Fused Bis (Tetrathiafulvalene): Synthesis, Characterization, Electrochemical Properties and Electrical Conductivity of Their Materials. Int. J. Mol. Sci. 2014, 15, 4550-4564.

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