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 2PdCl 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 2PdCl 4 varied from 66 to 94%, but yields were > 90% when Pd(OAc) 2 was used.