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

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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.
LanguageEnglish
Pages3443-3449
Number of pages6
JournalJournal of the Chemical Society, Perkin Transactions 1
Volume1997
Issue number22
DOIs
Publication statusPublished - 21 Nov 1997

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Derivatives
Diacetyl
X rays
Dimerization
Electrons
Electrochemistry
Ether
Cyclic voltammetry
Crystal structure
tetrathiafulvalene
ferrocene

Keywords

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

Cite this

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title = "1,4-Dithiafulvene-substituted ferrocenes and their conversion into extended tetrathiafulvalene electron donors: synthetic, electrochemical and X-ray structural studies",
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.",
keywords = "langmuir-blodgett-films, intramolecular cyclization, magnetic-properties, organic metals, TTF, systems, analogs, <4>-dendralenes, dimerization, recognition",
author = "A.J. Moore and M.R. Bryce and P.J. Skabara and A.S. Batsanov and L.M. Goldenberg and J.A.K. Howard",
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language = "English",
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journal = "Journal of the Chemical Society, Perkin Transactions 1",
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1,4-Dithiafulvene-substituted ferrocenes and their conversion into extended tetrathiafulvalene electron donors: synthetic, electrochemical and X-ray structural studies. / Moore, A.J.; Bryce, M.R.; Skabara, P.J.; Batsanov, A.S.; Goldenberg, L.M.; Howard, J.A.K.

In: Journal of the Chemical Society, Perkin Transactions 1, Vol. 1997, No. 22, 21.11.1997, p. 3443-3449.

Research output: Contribution to journalArticle

TY - JOUR

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AU - Moore, A.J.

AU - Bryce, M.R.

AU - Skabara, P.J.

AU - Batsanov, A.S.

AU - Goldenberg, L.M.

AU - Howard, J.A.K.

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AB - 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.

KW - langmuir-blodgett-films

KW - intramolecular cyclization

KW - magnetic-properties

KW - organic metals

KW - TTF

KW - systems

KW - analogs

KW - <4>-dendralenes

KW - dimerization

KW - recognition

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