Benzyltrimethylsilanes react with cerium(IV) ammonium nitrate in AcOH to give products of C-Si bond 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 an one electron transfer mechanism.
Carbon Silicon Bond Cleavage in the Oxidation of Benzylic Silanes by Cerium(IV) Animonium Nitrate
SEBASTIANI, Giovanni Vittorio;DEL GIACCO, Tiziana;ROL, Cesare
1989
Abstract
Benzyltrimethylsilanes react with cerium(IV) ammonium nitrate in AcOH to give products of C-Si bond 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 an one electron transfer mechanism.File in questo prodotto:
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