A Highly Active Catalyst for the Room-Temperature Amination and Suzuki Coupling of Aryl Chlorides

Abstract

A unique combination of steric and electronic properties appears to determine the effectiveness of phosphanyl‐substituted biphenyls as ligands in palladium‐catalyzed aminations and Suzuki coupling of aryl chlorides at room temperature [Eq. (1)]. The oxidative addition step is greatly accelerated, and transmetalation (or Pd−N bond formation) and reductive elimination processes are facilitated. Use of these ligands allows for Suzuki coupling at very low catalyst loadings (as little as 10⁻⁶ mol % Pd). R″=cyclohexyl, tert‐butyl.