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Issue 6, 2003
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Linearly extended tetrathiafulvalene analogues with fused thiophene units as π-conjugated spacers

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Abstract

A new series of linearly extended tetrathiafulvalene analogues with thienothiophene and dithienothiophene π-conjugating spacers has been synthesized. Electronic absorption spectra present a vibronic fine structure typical for rigid conjugated systems. Investigation of the electrochemical behaviour of the new donors by cyclic voltammetry reveals the successive generation of stable radical cation and dication species. The crystallographic structure of a single crystal of a dication salt of TT-TTF(ClO4)2 has been analysed by X-ray diffraction. The dication presents a syn conformation stabilised by S⋯S intramolecular interactions. The quinoid structure expected for the spacer for the +2 oxidation state is clearly revealed by the bond lengths.

Graphical abstract: Linearly extended tetrathiafulvalene analogues with fused thiophene units as π-conjugated spacers

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Supplementary files

Article information


Submitted
29 Jan 2003
Accepted
10 Apr 2003
First published
23 Apr 2003

J. Mater. Chem., 2003,13, 1324-1332
Article type
Paper

Linearly extended tetrathiafulvalene analogues with fused thiophene units as π-conjugated spacers

P. Leriche, J. Raimundo, M. Turbiez, V. Monroche, M. Allain, F. Sauvage, J. Roncali, P. Frère and P. J. Skabara, J. Mater. Chem., 2003, 13, 1324
DOI: 10.1039/B301149F

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