Redox-active tetrathiafulvalene and dithiolene compounds derived from allylic 1,4-diol rearrangement products of disubstituted 1,3-dithiole derivatives

Vilela, Filipe and Skabara, Peter and Mason, Christopher R. and Westgate, Thomas D. J. and Luquin, Asun and Coles, Simon J. and Hursthouse, Michael B. (2010) Redox-active tetrathiafulvalene and dithiolene compounds derived from allylic 1,4-diol rearrangement products of disubstituted 1,3-dithiole derivatives. Beilstein Journal of Organic Chemistry, 6. pp. 1002-1014. ISSN 1860-5397 (https://doi.org/10.3762/bjoc.6.113)

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Abstract

We present a series of compounds by exploiting the unusual 1,4-aryl shift observed for electron-rich 1,3-dithiole-2-thione and tetrathiafulvalene (TTF) derivatives in the presence of perchloric acid. The mechanistic features of this rearrangement are discussed since this synthetic strategy provides an alternative route for the synthesis and functionalisation of sulfur rich compounds including redox active compounds of TTFs, and a Ni dithiolene.

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• Item metadata

  Item type:	Article
  ID code:	28788
  Dates:	Date Event 21 October 2010 Published
  Subjects:	Science > Chemistry
  Department:	Faculty of Science > Pure and Applied Chemistry
  Depositing user:	Mrs Roslyn MacDonald
  Date deposited:	13 May 2011 10:57
  Last modified:	25 Nov 2024 01:05
  Related URLs:	Scopus publication
  URI:	https://strathprints.strath.ac.uk/id/eprint/28788