Coordinating Chiral Ionic Liquids: Design, Synthesis, and Application in Asymmetric Transfer Hydrogenation under Aqueous Conditions

European J Org Chem. 2015 Apr;2015(11):2374-2381. doi: 10.1002/ejoc.201403555. Epub 2015 Feb 20.

Abstract

Hydrophilic coordinating chiral ionic liquids with an amino alcohol substructure were developed and efficiently applied to the asymmetric reduction of ketones. Their careful design and adaptability to the desired reaction conditions allow for these chiral ionic liquids to be used as the sole source of chirality in a ruthenium-catalyzed transfer hydrogenation reaction of aromatic ketones. When used in this reaction system, these chiral ionic liquids afforded excellent yields and high enantioselectivities.

Keywords: Asymmetric catalysis; Hydrogenation; Ionic liquids; Ketones; Ruthenium; Self-assembly.