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New C2-symmetric bis(sulfonamide)-cyclohexane-1,2-diamine-RhCp complex and its application in the asymmetric transfer hydrogenation (ATH) of ketones in water
Authors:Norma A. Cortez  Gerardo Aguirre  Thomas Cole
Affiliation:a Centro de Graduados e Investigación, Instituto Tecnológico de Tijuana, Apartado Postal 1166, Tijuana, BC 22500, Mexico
b Department of Chemistry, San Diego State University, San Diego, CA 92182, USA
Abstract:C2-symmetric bis(sulfonamide) ligands derived from trans-(1R,2R)-cyclohexane-1,2-diamine were synthesized and complexed with [CpRhCl2]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 90-99% enantioselectivity and in 50-100% yield. Reductions in water were faster than those in isopropanol/KOH.
Keywords:Bis(sulfonamide) ligands   RhCp&lowast   complex   Asymmetric transfer hydrogenation   Ketones
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