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

Research output: Contribution to journalArticle

14 Citations (Scopus)

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.
LanguageEnglish
Pages17781-17794
Number of pages13
JournalTetrahedron
Volume53
Issue number52
DOIs
Publication statusPublished - 29 Dec 1997

Fingerprint

X ray analysis
Ketones
Aldehydes
Crystal structure
Alcohols
X-Rays
Single crystals
Derivatives
X rays
tetrathiafulvalene

Keywords

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

Cite this

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title = "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)",
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.",
keywords = "ttf derivatives, dimeric tetrathiafulvalenes, building-blocks, donors, dimensionality, substituents, diffraction, chemistry, complexes, metals",
author = "M.R. Bryce and P.J. Skabara and A.J. Moore and A.S. Batsanov and J.A.K. Howard and V.J. Hoy",
year = "1997",
month = "12",
day = "29",
doi = "10.1016/S0040-4020(97)10243-5",
language = "English",
volume = "53",
pages = "17781--17794",
journal = "Tetrahedron",
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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). / Bryce, M.R.; Skabara, P.J.; Moore, A.J.; Batsanov, A.S.; Howard, J.A.K.; Hoy, V.J.

In: Tetrahedron, Vol. 53, No. 52, 29.12.1997, p. 17781-17794.

Research output: Contribution to journalArticle

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T1 - 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)

AU - Bryce, M.R.

AU - Skabara, P.J.

AU - Moore, A.J.

AU - Batsanov, A.S.

AU - Howard, J.A.K.

AU - Hoy, V.J.

PY - 1997/12/29

Y1 - 1997/12/29

N2 - 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.

AB - 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.

KW - ttf derivatives

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KW - donors

KW - dimensionality

KW - substituents

KW - diffraction

KW - chemistry

KW - complexes

KW - metals

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