4a,8a-Azaboranaphthalene-4-yl phosphine ligands: synthesis and electronic modulation in Suzuki–Miyaura coupling reactions

Abstract

The preparation of a new class of triarylphosphine ligands consisting of the 4a,8a-azaboranapthalene-4-yl (ABN) group is disclosed. X-ray analysis and DFT calculations demonstrate a characteristic π-conjugation system of ABN-phosphine 3, which has been evaluated as a supporting ligand in Pd-catalysed Suzuki–Miyaura coupling reactions of aryl halides and phenyl boronic acid.