Synthesis of new mono-functionalised tetrathiafulvalene derivatives by reactions of tetrathiafulvalenyllithium with aldehydes and ketones: X-ray crystal structures of TTF-CMe(OH)Fc, TTF-CMe(OMe)Fc and TTF-CH(OMe)TTF (Fc = ferrocenyl)

M.R. Bryce, P.J. Skabara, A.J. Moore, A.S. Batsanov, J.A.K. Howard, V.J. Hoy

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Abstract

Reactions of tetrathiafulvalenyllithium (TTF-Li) with a range of aldehydes and ketones have been explored for the first time, to provide an efficient route to mono-functionalised TTF derivatives of general formulae TTF-CH(OH)R (R = alkyl, phenyl, tetrathiafulvalenyl and ferrocenyl) and TTF-CR(OH)R' (R = alkyl, phenyl R' = alkyl, phenyl, tetrathiafulvalenyl, ferrocenyl and R-R' = fluorenyl). Subsequent transformations involving the reactive alcohol group of some of these compounds are reported. The structures of the three title compounds have been established by single-crystal X-ray analysis.
Original languageEnglish
Pages (from-to)17781-17794
Number of pages13
JournalTetrahedron
Volume53
Issue number52
DOIs
Publication statusPublished - 29 Dec 1997

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Keywords

  • ttf derivatives
  • dimeric tetrathiafulvalenes
  • building-blocks
  • donors
  • dimensionality
  • substituents
  • diffraction
  • chemistry
  • complexes
  • metals

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