Chiral Polymeric Diamine Ligands for Iridium-Catalyzed Asymmetric Transfer Hydrogenation
Yaodong Lin, Guangqing Xu, Wenjun Tang
Abstract
A series of polymeric chiral diamine ligands are developed by diboron-templated asymmetric reductive couplings, and their iridium complexes Ir-polydiamines are efficient and recyclable catalysts for asymmetric transfer hydrogenation (ATH) of functionalized ketones, affording a series of optically active secondary alcohols in excellent enantioselectivities (up to 99% ee) and unprecedentedly high total TONs (12,000, six cycles). Ir-polydiamine catalysts with longer chains offered higher reactivities, providing a plausible deactivation mechanism and practical solutions of ATH for vitamin B5 and phenylephrine.
Topics & Concepts
ChemistryIridiumTransfer hydrogenationDiamineCatalysisCombinatorial chemistryAsymmetric hydrogenationPolymer chemistryEnantioselective synthesisOrganic chemistryRutheniumAsymmetric Hydrogenation and CatalysisNanomaterials for catalytic reactionsSurface Chemistry and Catalysis