1,4-Dithiafulvene-substituted ferrocenes and their conversion into extended tetrathiafulvalene electron donors: synthetic, electrochemical and X-ray structural studies

A.J. Moore, M.R. Bryce, P.J. Skabara, A.S. Batsanov, L.M. Goldenberg, J.A.K. Howard

Research output: Contribution to journalArticle

49 Citations (Scopus)

Abstract

The synthesis of 1,4-dithiafulvene-substituted ferrocene derivatives 7, 11 and 12 by reaction of formyl-, diformyl- and diacetyl-ferrocene, respectively, with the carbanion generated from reagents 4a-c and the ylide prepared from reagent 5 is reported, Upon reaction with HCl-diethyl ether, compounds 7a-c undergo an oxidative dimerisation to yield extended tetrathiafulvalene (TTF) derivatives 8a-c, The solution electrochemistry of compounds 7, 8, 11, 12, 14 and 16 has been studied by cyclic voltammetry, The X-ray crystal structures of compounds 8b and 12a are presented.
Original languageEnglish
Pages (from-to)3443-3449
Number of pages6
JournalJournal of the Chemical Society, Perkin Transactions 1
Volume1997
Issue number22
DOIs
Publication statusPublished - 21 Nov 1997

Keywords

  • langmuir-blodgett-films
  • intramolecular cyclization
  • magnetic-properties
  • organic metals
  • TTF
  • systems
  • analogs
  • <4>-dendralenes
  • dimerization
  • recognition

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