Phenylmagnesium bromide 4-fluoro

More conclusive evidence for the intermediacy of benzocyclopropenyl cations was obtained upon chloride/fluoride exchange of 22 with AgF in acetonitrile, which led to the chloro-fluoro derivative 278 and, ultimately, to the difluoro compound 279 in almost quantitative yield. Reaction of 22 with LiAlH AlClj afforded 2,5-diphenylbenzocyclopropene (264), while that with ethyl magnesium bromide lead to the diethyl derivative 280. Phenylmagnesium bromide and methylmagne-... 

Reaction of silicon tetrafluoride with phenylmagnesium bromide at 0 C in diethyl ether provides fluorotriphenylsilane and fluorodiphenylsilane in 59.5 and 5% yield, respectively.3 Chloro(cy-clohexyl)(l-naphthyl)silane is converted into (cyclohexyl)fluoro(l-naphthyl)silane by reaction with a reagent which is prepared by bubbling silicon tetrafluoride through a mixture of tet-rahydrofuran and water.12... 

Bergmann and Kalmus184 prepared 2-fluoro-1,1 -diphenylethanol from co-fluoroacetophenone and phenylmagnesium bromide in just that manner. 

A perfluoroalkyl group activates fluorine atom in 2-fluoro-3-trifluoromethylfurans to nucleophilic substitution with a broad range of nucleophiles [102-105]. Huorine can be efficiently substituted by alkoxy or phenoxy groups, aliphatic or heterocyclic thiols and amines or reduced with lithium aluminium hydride. The C-nucleophiles like cyanide or malonate anion as well as phenylithium and phenylmagnesium bromide can also be involved into the reaction. 

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