3-Indolylphosphines as ligand for palladium in Suzuki-Miyaura coupling reaction of chloroarenes: Substituent effects

Article abstract of DOI:10.1016/j.tet.2013.03.030

The ligand 1,3-bis(diphenylphosphino)-1H-indole, L1 with palladium promotes Suzuki-Miyaura coupling reaction of chloroarenes and benzyl chlorides with arylboronic acids. Structural modification of L1 established that the phosphine group at C-3 position of indole was crucial to catalysis and its efficacy depended on the nature of the N-substituent. ³¹P chemical shift values of the substituted indolylphosphines appear to show a correlation with observed trend in catalytic efficiency.