A Facile Synthesis of Perfluoro- and ω-Chloroperfluoro-1-pentafluorophenyl-1-alkynes
- 1 January 1987
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1987 (01) , 42-43
- https://doi.org/10.1055/s-1987-27835
Abstract
Perfluoro-1-pentafluorophenyl-1-alkynes and the corresponding ω-chloroperfluoro compounds are conveniently prepared by the following two-step sequence: Reaction of methylenetriphenylphosphorane with hexafluorobenzene followed by C-acylation of the resultant perfluorobenzylidenetriphenylphosphorane (without isolation) with perfluoroalkanoic anhydrides or ω-chloroperfluoroalkanoyl fluorides, respectively, to give α-perfluoroacyl [or α-(ω-chloroperfluoroacyl)]-perfluorobenzylidenetriphenylphosphoranes and pyrolysis of these latter compounds at 230-260°C/2 torr. The second step of the sequence represents an intramolecular Wittig reaction.Keywords
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