Abstract

Phenyl(fluorodibromomethyl)mercury has been prepared by reaction of fluorodibromomethane, phenylmercuric chloride and sodium methoxide or potassium tert-butoxide in THF at low temperature. This organomercury reagent is an excellent source of fluorobromocarbene, releasing CFBr within 20 min at 80° or within 4 days at room temperature. The addition of PhHgCFBr 2-derived CFBr to the CC bond of 10 olefins and to the CO bond of (CF 2Cl) 2CO and the insertion of CFBr into the SiH bond of triethylsilane are described. Reduction of Et 3SiCHFBr with tri-n-butyltin hydride gave Et 3SiCH 2F.

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