Carbon silicon bond cleavage in the oxidation of benzylic silanes by cerium(IV) ammonium nitrate
1989; Elsevier BV; Volume: 30; Issue: 27 Linguagem: Inglês
10.1016/s0040-4039(00)99444-9
ISSN1873-3581
AutoresEnrico Baciocchi, Tiziana Del Giacco, Cesare Rol, Giovanni V. Sebastiani,
Tópico(s)Radical Photochemical Reactions
ResumoBenzyltrimethylsilanes 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 (???= −5.4), which clearly suggests the operation of one electron transfer mechanism. x
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