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The Strathprints institutional repository is a digital archive of University of Strathclyde's Open Access research outputs. Strathprints provides access to thousands of Open Access research papers by University of Strathclyde researchers, including by researchers from the Department of Computer & Information Sciences involved in mathematically structured programming, similarity and metric search, computer security, software systems, combinatronics and digital health.

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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. and Skabara, P.J. and Moore, A.J. and Batsanov, A.S. and Howard, J.A.K. and Hoy, V.J. (1997) 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). Tetrahedron, 53 (52). pp. 17781-17794. ISSN 0040-4020

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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.