Manganese‐Catalyzed Asymmetric Hydrogenation of Quinolines Enabled by π–π Interaction**
Chenguang Liu, Mingyang Wang, Shihan Liu, Yujie Wang, Yong Peng, Yu Lan, Qiang Liu
Abstract
Abstract The non‐noble metal‐catalyzed asymmetric hydrogenation of N‐heteroaromatics, quinolines, is reported. A new chiral pincer manganese catalyst showed outstanding catalytic activity in the asymmetric hydrogenation of quinolines, affording high yields and enantioselectivities (up to 97 % ee). A turnover number of 3840 was reached at a low catalyst loading (S/C=4000), which is competitive with the activity of most effective noble metal catalysts for this reaction. The precise regulation of the enantioselectivity were ensured by a π–π interaction.
Topics & Concepts
CatalysisAsymmetric hydrogenationChemistryPincer movementManganeseNoble metalQuinolineTurnover numberCombinatorial chemistryOrganic chemistryEnantioselective synthesisAsymmetric Hydrogenation and CatalysisSurface Chemistry and CatalysisCatalysis for Biomass Conversion