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Synthesis, structure and electrochemical properties of two new unsymmetrical tetrathiafulvalene derivatives

✍ Scribed by Ming Xu; Yong Ji; Jing-Lin Zuo; Yi-Zhi Li; Xiao-Zeng You

Publisher
Journal of Heterocyclic Chemistry
Year
2005
Tongue
English
Weight
149 KB
Volume
42
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Two new unsymmetrical tetrathiafulvalene (TTF) derivatives, 2,3‐bis(cyanoethylthio)‐6,7‐(methyl‐ethylenedithio)tetrathiafulvalene (6a) and 2,3‐bis(cyanoethylthio)‐6,7‐(cyclopentodithio)tetrathiafulvalene (6b), have been prepared and characterized by NMR, MS, IR and Elemental analyses. The molecular structures have been determined by X‐ray crystallography. Their redox properties have been investigated by cyclic voltammetry in dichloromethane solution and each compound shows two reversible single‐electron redox couples.

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4-[2-tetrathiafulvalenyl-ethenyl]pyridine (1) has been prepared from a Wittig reaction between formyltetrathiafulvalene and 4-picolyltriphenylphosphonium chloride hydrochloride. Conversion of the pyridine moiety of 1 by reaction with methyl iodide leads to 4-[2-tetrathiafulvalenyl-ethenyl]-1-methylp