Abstract
Phenyl(1-bromo-1,2,2,2-tetrafluoroethyl)mercury has been prepared by reaction of phenylmercuric chloride and 1-bromo-1,2,2,2-tetrafluoroethane with sodium methoxide in THF at -35°. This mercurial readily transferred CF 3CF to carbenophiles at 155°. With olefins good yiels of gem-fluoro(trifluoromethyl) cyclopropanes were obtained and with triethylsilane Si insertion gave Et 3SiCHFCF 3. On reaction with thiobenzophenone, the intermediate thurane underwent loss of sulfur to give Ph 2CCFCF 3. A similar observation was made in the reactions of PhHgCFBrCO 2Et with thiobenzophenone and thiofluorenone. Phenyl(1-bromo-1,2,2,-trifluoro-2-ethoxyethyl)mercury also was prepared, but this compound did not exhibit divalent carbon transfer reactivity.
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