Citation: Peng Fei YAN, Wen Bin SUN, Guang Ming LI, Chun Hong NIE, Zheng Yu YUE. Efficient C₂-Symmetric Chiral Schiff Bases for Lanthanide-catalyzed Asymmetric Hydrogenation of Acetophenone[J]. Chinese Chemical Letters, ;2006, 17(10): 1297-1300. shu

Efficient C₂-Symmetric Chiral Schiff Bases for Lanthanide-catalyzed Asymmetric Hydrogenation of Acetophenone

School of Chemistry and Materials Science, Heilongjiang University, Harbin 150080

Received Date: 7 April 2006

Fund Project: This work is financially supported by the National Natural Science Foundation of China (No. 20271018 & 20572018), Heilongjiang Province (ZJG0504, 1055HZ001 & GB04A416) and Heilongjiang University.

An array of C₂-symmetric chiral Schiff bases of substituted salicylaldehyde (1R, 2R)-1,2-cyclohexanediamine and (R)-(+)-2, 2'-diamino-1, 1'-binaphthalene, incorporated with lanthanide complexes, have been applied as catalysts for asymmetric hydrogenation of acetophenone for the first time. Highly enantioselective product with 90% enantiomeric excess (e.e.) was obtained when the catalyst, hybridized by the bulky electron-donating 3, 5-di-tert-butyl substituted Schiff base (2) and SmCl₃·4THF, was employed.
- Chiral Schiff base,
- lanthanide (Ⅲ) complexes,
- asymmetric hydrogenation,
- aceto-phenone,
- 2-propanol
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