A Superior Non-Symmetrical NCP Pincer Type Palladacycle Catalyst Precursor for the Coupling of Aryl Boronic Acids with Aryl Chlorides

Abstract

The air and water stable non-symmetrical pincer palladacycle [Me2NCH2(Cl)C=C(CH2)2OP(i-Pr)2-kNkCkP]PdCl 5, easily prepared from the chloropalladation of the hetero-substituted alkyne Me2NCH2C≡C(CH2)2OP(i-Pr)2, is a highly efficient catalyst precursor for the coupling of aryl boronic acids and aryl chlorides. Both electron-rich and electron-poor aryl chlorides are efficiently coupled in the presence of 5 to furnish the corresponding cross-coupled products in excellent yields, and a wide variety of functional groups are tolerated in both aryl chloride and aryl boronic acid.