Mechanistic investigations of a palladium-diene catalyzed Suzuki-Miyaura cross-coupling reaction

Article abstract of DOI:10.1021/om300115x

The mechanism of the first example of a palladium diene catalyzed asymmetric Suzuki-Miyaura cross-coupling reaction has been validated, with the key palladium intermediates captured and characterized. The identified species corresponding to each catalytic step were firmly associated with the diene ligand in our observations. In the ESI-MS/MS experiments by CID (collision-induced dissociation), the fragmentation of the gas-phase transmetalation species was consistent with the product-yielding process in the reductive elimination step and thus revealed the catalytically active species of the reaction system.