Picture of neon light reading 'Open'

Discover open research at Strathprints as part of International Open Access Week!

23-29 October 2017 is International Open Access Week. The Strathprints institutional repository is a digital archive of Open Access research outputs, all produced by University of Strathclyde researchers.

Explore recent world leading Open Access research content this Open Access Week from across Strathclyde's many research active faculties: Engineering, Science, Humanities, Arts & Social Sciences and Strathclyde Business School.

Explore all Strathclyde Open Access research outputs...

A combined substituent and supramolecular approach for improving the electron donor properties of 1,3-dithiole-2-thione derivatives

Khan, T. and McDouall, J.J.W. and McInnes, E.J.L. and Skabara, P.J. and Frere, P. and Coles, S.J. and Hursthouse, M.B. (2003) A combined substituent and supramolecular approach for improving the electron donor properties of 1,3-dithiole-2-thione derivatives. Journal of Materials Chemistry, 13 (10). pp. 2490-2498. ISSN 0959-9428

Full text not available in this repository. Request a copy from the Strathclyde author

Abstract

A series of symmetrical 1,3-dithiole-2-thiones and -ones have been prepared via double lithiation of vinylene trithiocarbonate followed by trapping of the dianions with aryl carbaldehydes. The resulting diols are oxidised in high yield and the corresponding diketones are converted to thiophenes and furans using P2S5-NaHCO3 and P(OEt)(3), respectively. The majority of triaryl compounds undergo two reversible oxidation processes in the range 10.86 to 11.57 V (vs. Ag/AgCl). The charge-transfer complex (8c)(2).TCNQ forms mixed donor-acceptor stacks. EPR spectroscopy confirms the presence of an open shell species, but the material is an electrical insulator. Reaction of 8c with diiodine forms a charge transfer complex with a conductivity of 1.2x10(-4) S cm(-1).