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 0959-9428Full text not available in this repository. (Request a copy from the Strathclyde author)
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).
|Keywords:||charge-transfer, dihalogens, absorption, chemistry, complexes, Chemistry, Materials Chemistry, Chemistry(all)|
|Subjects:||Science > Chemistry|
|Department:||Faculty of Science > Pure and Applied Chemistry|
|Depositing user:||Mr Derek Boyle|
|Date Deposited:||21 Apr 2006|
|Last modified:||22 Mar 2017 09:13|