Selective Intramolecular Cleavage of the Carbon-Silicon bond by Palladium Salts

Abstract

Several (aryl)trimethylsilane derivatives containing a potentially intramolecularly coordinating dimethylaminomethyl group were prepared and treated with Li{2}PdCl{4} or Pd(OAc){2}. Highly selective cleavage of the aryl- C@?Si bond took place to give the corresponding arylpalladium complexes. Similar reactions were observed for benzylic trimethylsilyl compounds. The yields of the reactions with L{2}PdCl{4} varied from 66 to 94%, but yields were > 90% when Pd(OAc){2} was used.