The reaction of enamines and methyltris(pentafluorophenyl)silane in the presence of acetic acid affording C6F5-substituted amines is described. The proposed mechanism features a transfer of the C6F5 group from the five-coordinate silicate intermediate onto an iminium cation resulting in the generation of a quaternary carbon atom in the C-C bond forming event.
amines - enamines - silicon - hypercoordination - tris(pentafluorophenyl)silyl derivatives