Issue 6, 2003
From the journal:

Journal of Materials Chemistry

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

Philippe Leriche,a   Jean-Manuel Raimundo,a   Mathieu Turbiez,a   Vincent Monroche,b   Magali Allain,b   François-Xavier Sauvage,c   Jean Roncali,a   Pierre Frère*a  and  Peter J. Skabarad  

* Corresponding authors

a Groupe Systèmes Conjugués Linéaires, IMMO, UMR - CNRS 6501, 2 Boulevard Lavoisier, Angers Cedex, France
E-mail: pierre.frere@univ-angers.fr
Fax: 33 (0)2 41 73 54 05

b Ingénierie Moléculaire et Matériaux Organiques (IMMO) UMR - CNRS 6501, 2 Boulevard Lavoisier, Angers Cedex, France

c Laboratoire de Chimie-Physique LASIR-HEI, CNRS UMR 8516, 13 rue de Toul, Lille Cedex, France

d Department of Chemistry, University of Manchester, Oxford road, Manchester, UK

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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Article information

DOI
https://doi.org/10.1039/B301149F
Article type
Paper
Submitted
29 Jan 2003
Accepted
10 Apr 2003
First published
23 Apr 2003

J. Mater. Chem., 2003,13, 1324-1332

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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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