Probing the conformational changes upon oxidation in cross-conjugated architectures featuring vinylogous TTF units

Berridge, R. and Skabara, P.J. and Andreu, R. and Garin, J. and Orduna, J. and Torra, M. (2005) Probing the conformational changes upon oxidation in cross-conjugated architectures featuring vinylogous TTF units. Tetrahedron Letters, 46 (46). pp. 7871-7875. ISSN 0040-4039

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Abstract

We report the synthesis and electropolymerisation of 1,3,5-tris(1,3-dithiole-2-ylidenephenylene)benzene 4. The resulting polymer features extended tetrathiafulvalene (TTF) units and can be considered as a cross-conjugated, cross-linked structure. Upon p-doping, electrochemical and UV-vis spectroelectrochemical experiments indicate that the polymer undergoes a unique coformational change within the dendralene unit from one definitive orthogonal arrangement to another.