Proton abstraction mechanism for the palladium-catalyzed intramolecular arylation

J Am Chem Soc. 2006 Feb 1;128(4):1066-7. doi: 10.1021/ja056165v.

Abstract

Under the usual conditions, the Pd-catalyzed arylation does not involve an electrophilic aromatic substitution reaction. On the basis of DFT calculations, we propose a mechanism for the Pd-catalyzed arylation that involves a proton abstraction by a carbonate or related ligand and that provides a satisfactory explanation for the experimental data.