Nickel‐Catalyzed Asymmetric Hydrogenation of Hydrazones
Bowen Li, Dan Liu, Yanhua Hu, Jianzhong Chen, Zhenfeng Zhang, Wanbin Zhang
Abstract
Abstract An efficient nickel‐catalyzed asymmetric hydrogenation of hydrazones to chiral hydrazines has been realized with up to 99 % yield and 99.4 : 0.6 er. Deuterium labelling experiments indicated that the hydrazone substrates undergo imine‐enamine tautomerization in the mixed solvents. Studies on the effects of acids revealed that the required acid assistance promoted the dissociation of the active nickel catalyst in the catalytic cycle.
Topics & Concepts
ChemistryCatalysisNickelHydrazoneImineEnamineTautomerAsymmetric hydrogenationDissociation (chemistry)Yield (engineering)Organic chemistryCatalytic cycleDeuteriumEnantioselective synthesisPhysicsMaterials scienceQuantum mechanicsMetallurgyAsymmetric Hydrogenation and CatalysisSurface Chemistry and CatalysisCarbon dioxide utilization in catalysis