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Carbon silicon bond cleavage in the oxidation of benzylic silanes by cerium(IV) ammonium nitrate

✍ Scribed by Enrico Baciocchi; Tiziana Del Giacco; Cesare Rol; Giovanni Vittorio Sebastiani

Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 234 KB
Volume: 30
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)99444-9

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✦ Synopsis

Benzyltrirrethylsilanes 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 (y= -5.4), which clearly suggests the operation of one electron transfer mrzchanism.

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