引用本文:
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.
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.
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.
Efficient C2-Symmetric Chiral Schiff Bases for Lanthanide-catalyzed Asymmetric Hydrogenation of Acetophenone
摘要:
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.
English
Efficient C2-Symmetric Chiral Schiff Bases for Lanthanide-catalyzed Asymmetric Hydrogenation of Acetophenone
Abstract:
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.
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Key words:
- Chiral Schiff base
- / lanthanide (Ⅲ) complexes
- / asymmetric hydrogenation
- / aceto-phenone
- / 2-propanol
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