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)
Microsoft Word.
Filename: Skabara_BJOC_-_Rearrangement_revised.doc
Accepted Author Manuscript Download (5MB) |
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.
-
-
Item type: Article ID code: 28788 Dates: DateEvent21 October 2010PublishedSubjects: Science > Chemistry Department: Faculty of Science > Pure and Applied Chemistry Depositing user: Mrs Roslyn MacDonald Date deposited: 13 May 2011 10:57 Last modified: 30 Sep 2024 00:18 Related URLs: URI: https://strathprints.strath.ac.uk/id/eprint/28788