Synthesis of new thiol-derivatized aminophosphines and their catalytic activities in C{C coupling reactions

Abstract

A series of new aminophosphines [Ph 2 PHN-C 6 H 4 -R, where R = o -SH ( 4a ), m -SH ( 4b) or p -SH ( 4c )] were readily synthesized from cheap starting materials by the phosphorylation reaction of o , m , and p -aminothiophenols with Ph 2 PCl in the presence of triethyl amine. The new compounds were characterized by NMR and IR spectroscopy and microanalysis. In addition, aminophosphine ligands{palladium systems were investigated as precatalysts in C{C coupling reactions. Compounds 4b and 4c were proved to be excellent catalysts for Suzuki and Heck cross-coupling reactions.