Transcyclopalladation on silica gel

A possibility of transcyclopalladation on silica gel was shown using reactions of acetato- and chloro-bridged dimeric cyclopalladated complexes derived from N,N-dimethylbenzylamine with benzyl methyl sulfide, benzyl phenyl sulfide, benzyldiphenylphosphine, 8-methylquinoline and 1,3-bis(methylthiomethyl)benzene in the presence of equimolar amount of CF3CO2H. The reaction provided the corresponding C,S-, C,N-, C,P- and S,C,S-palladacycles in 39–65% yield.

The use of silica gel as a “green” medium instead of solvents in transcyclopalladation of BnSMe, BnSPh, BnPPh2, 8-methylquinoline and 1,3-bis(methylthiomethyl)benzene with acetato- and chloro-bridged dimeric cyclopalladated complexes derived from N,N-dimethylbenzylamine provided the corresponding C,S-, C,N-, C,P- and C,S,C-palladacycles in 39–65% yield.Figure optionsDownload as PowerPoint slide