Efficient two-phase Suzuki reaction catalyzed by palladium complexes with water-soluble phosphine ligands and detergents as phase transfer reagents

Abstract

The coupling reaction of iodoanisole and phenylboronic acid occurs in aqueous medium in presence of palladium complexes with water-soluble phosphine ligands with good yields (>99%). The complex PdCl 2[Ph 2P(CH 2) 4SO 3K] 2 is an excellent precursor to catalyze the coupling reactions of aryl halides with arylboronic acid in toluene/ethanol/water with sodium carbonate as base and surfactants as phase transfer reagents between 30°C and 78°C. With increasing concentration of the surfactant the rates of the reactions were increased and the formation of byproducts was suppressed. The catalytic system was active down to the ppm range.