title: Thiophene-Functionalized TTF pi-Electron Donors as Potential Precursors to Conducting Polymers and Organic Metals: Synthesis, Properties, Structure, and Electropolymerization Studies.
abstract: The synthesis and physical properties of a series of novel thiophene-substituted TTF electron donors (6a-d) are described. The cyclic voltammograms of 6a-d exhibited two reversible one-electron redox waves, characteristic of TTF derivatives. Electropolymerization studies on compound 6a in nitrobenzene indicate that no polymer formed on the working electrode, but a blue-colored intermediate was observed diffusing away from the electrode. In addition, the single-crystal X-ray structure of compound 6d indicates that the central five-membered C(3)S(2) rings are buckled and the ethylenedithiolo fragment adopts a twisted chair conformation. The pendant thiophene moieties are highly flexible, and short intermolecular interactions of 3.49 Å (S.S) and 3.45 Å (S.C) exist in the unit cell, resulting in the formation of a chain structure along the c-axis.
authors.affiliation: Department of Chemistry, University of Wales, Bangor, Gwynedd LL57 2UW, U.K., and Department of Chemistry, University of Wales, Cardiff, P.O. Box 912, Cardiff CF1 3TB, U.K.
authors.forename: Adam
authors.initials: A
authors.lastname: Charlton
authors.forename: Allan E.
authors.initials: AE
authors.lastname: Underhill
authors.forename: Gwion
authors.initials: G
authors.lastname: Williams
authors.forename: Maher
authors.initials: M
authors.lastname: Kalaji
authors.forename: Patrick J.
authors.initials: PJ
authors.lastname: Murphy
authors.forename: K. M. Abdul
authors.initials: KM
authors.lastname: Malik
authors.forename: Michael B.
authors.initials: MB
authors.lastname: Hursthouse