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 CC bond of 10 olefins and to the CO bond of (CF 2Cl) 2CO and the insertion of CFBr into the SiH bond of triethylsilane are described. Reduction of Et 3SiCHFBr with tri-n-butyltin hydride gave Et 3SiCH 2F.
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