Fluorothiocarbonyl Compounds. 1 I. Preparation of Thio Ketones, Thioacyl Halides, and Thio Esters
WJ Middleton, EG Howard…
Index: Middleton,W.J. et al. Journal of Organic Chemistry, 1965 , vol. 30, p. 1375 - 1384
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Citation Number: 121
Abstract
It is probable that hexafluorothioacetone is formed first and then dimerizes in the presence of excess triphenylphosphine, a known dimerization catalyst. It is rather remarkable that triphenylphosphine removes fluorine instead of sulfur from the di-and polysulfides. This reaction may involve nucleophilic attack of fluorine by phosphorus followed by elimination of a carbanion and decomposition of the carbanion.
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