4a,8a-Azaboranaphthalene-4-yl phosphine ligands: synthesis and electronic modulation in Suzuki–Miyaura coupling reactions†,10.1039/C5RA15929F

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

Feiye Sun,Min Huang,Zhaohui Zhou,Xiangdong Fang

RSC Advances Pub Date : 08/28/2015 00:00:00 , DOI:10.1039/C5RA15929F

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.