Iridium Catalysts with f-Amphbinol Ligands: Highly Stereoselective Hydrogenation of a Variety of Ketones.

Abstract

A series of novel and modular ferrorence-based amino-phosphine-binol (f-amphbinol) ligands have been successfully synthesized. The f-amphbinol ligands exhibited extremely high air stability and catalytic efficiency in the Ir-catalyzed stereoselective hydrogenation of various ketones to afford corresponding stereodefined alcohols with excellent results (full conversions, cis/trans >99:1, and 83% → 99% ee, TON up to 500 000). Control experiments have shown that -OH and -NH groups played a key role in this stereoselective hydrogenation.