Structural requirements for palladium catalyst transfer on a carbon-carbon double bond.

ABSTRACT

Intramolecular transfer of (t)Bu3PPd(0) on a carbon-carbon double bond (C═C) was investigated by using Suzuki-Miyaura coupling reaction of dibromostilbenes with aryl boronic acid or boronic acid esters in the presence of various additives containing C═C as a model. Substituent groups at the ortho position of C═C of stilbenes are critical for selective intramolecular catalyst transfer and may serve to suppress formation of the bimolecular C═C-Pd-C═C complex that leads to intermolecular transfer of (t)Bu3PPd(0).