CARBON SILICON BOND CLEAVAGE IN THE OXIDATION OF BENZYLIC SILANES BY CERIUM(IV) AMMONIUM NITRATE

Article abstract of DOI:10.1016/S0040-4039(00)99444-9

Benzyltrimethylsilanes react with cerium(IV) ammonium nitrate in AcOH to give products of C-Si cleavage (benzyl nitrate and acetate), under very mild conditions and in quantitative yields.The reaction rate is very sensitive to the nature of the ring substituents (ρ= -5.4), which clearly suggests the operation of one electron transfer mechanism.