1,4-Dithiafulvene-substituted ferrocenes and their conversion into extended tetrathiafulvalene electron donors: synthetic, electrochemical and X-ray structural studies

Moore, A.J. and Bryce, M.R. and Skabara, P.J. and Batsanov, A.S. and Goldenberg, L.M. and Howard, J.A.K. (1997) 1,4-Dithiafulvene-substituted ferrocenes and their conversion into extended tetrathiafulvalene electron donors: synthetic, electrochemical and X-ray structural studies. Journal of the Chemical Society, Perkin Transactions 1, 1997 (22). pp. 3443-3449. ISSN 1472-7781 (http://dx.doi.org/10.1039/a702554h)

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Abstract

The synthesis of 1,4-dithiafulvene-substituted ferrocene derivatives 7, 11 and 12 by reaction of formyl-, diformyl- and diacetyl-ferrocene, respectively, with the carbanion generated from reagents 4a-c and the ylide prepared from reagent 5 is reported, Upon reaction with HCl-diethyl ether, compounds 7a-c undergo an oxidative dimerisation to yield extended tetrathiafulvalene (TTF) derivatives 8a-c, The solution electrochemistry of compounds 7, 8, 11, 12, 14 and 16 has been studied by cyclic voltammetry, The X-ray crystal structures of compounds 8b and 12a are presented.

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