Related Experiment Video
Updated: Mar 27, 2026
Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Cobalt-Catalyzed Highly Enantioselective Hydrogenation of Quinolines under Mild Conditions
Minghui Zhang1, Lin Liu2, Chao Wang1
1Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710062, China.
Abstract:
A cobalt pincer complex has been designed, synthesized, and successfully applied to catalytic asymmetric hydrogenation of quinolines under mild conditions. Containing a PNN ligand that features both a P and a C-stereogenic center, the cobalt catalyst allows for the hydrogenation of a variety of quinolines to afford chiral 1,2,3,4-tetrahydroquinolines with high yields and excellent enantioselectivities in general (51 examples, up to 99.9% ee). Probe reactions and DFT calculations suggest that the hydrogenation proceeds via a stepwise 1,2-1,2-hydride transfer pathway. The results obtained could provide a valuable hint for the development of more efficient 3d transition metal catalysts for asymmetric catalysis.
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