Water-soluble chiral monosulfonamide-cyclohexane-1,2-diamine-RhCp∗ complex and its application in the asymmetric transfer hydrogenation (ATH) of ketones

Monosulfonamide ligands with heteroatom/heterocyclic systems were derived from trans-(1R,2R)-cyclohexane-1,2-diamine and complexed with [Ru(benzene)Cl2]2, [Cp∗RhCl2]2 in situ and used in the ATH of aromatic ketones with aqueous sodium formate as the hydrogen source. The chiral secondary alcohols were obtained with >93% enantioselectivity and >89% yield. Reduction in water was faster than in isopropanol/KOH. Addition of surfactants showed little or no effects.

Monosulfonamide ligands with heteroatom/heterocyclic systems were derived from (1R,2R)-cyclohexane-1,2-diamine and used in the ATH of acetophenone.