OBSERVATION OF A COMPETITIVE PATH IN THE NUCLEOPHILIC ADDITION REACTION OF FLUOROOLEFINS:THE BROMOPHILIC REACTION OF THE ADDUCT CARBANION INTERMEDIATE

The nucleophilic addition reaction of per-or polyfluoroolefins with nucleophileshas been studied extensively and is generally considered to involve steps such as(1),(2)and(3)shown in Scheme 1.But in the reactions of bromotrifluoroethene(3)with alkoxides RO~-(2),besides the normally expected products ROCF_2CFBrH(4)