Multiple dendritic catalysts for asymmetric transfer hydrogenation

被引:87
作者
Chen, YC
Wu, TF
Deng, JG [1 ]
Liu, H
Cui, X
Zhu, J
Jiang, YZ
Choi, MCK
Chan, ASC
机构
[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Union Lab Asymmetr Synth, Chengdu 610041, Peoples R China
[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China
[3] Hong Kong Polytech Univ, Inst Mol Technol & Drug Discovery & Synth, Open Lab Chirotechnol, Hong Kong, Hong Kong, Peoples R China
关键词
D O I
10.1021/jo0257795
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first and second generation multiple dendritic ligands based on chiral diamine were synthesized in a convergent approach and were well-characterized by NMR and MS techniques. Their ruthenium complexes prepared in situ had good solubility in the reaction medium (azeotrope of formic acid and triethylamine) and demonstrated high catalytic activity and enantioselectivity comparable to monomeric catalysts in the asymmetric transfer hydrogenation of ketones and imines. Quantitative yields and for some cases a slightly higher enantioselectivity (up to 98.7% ee) were obtained in the dendritic catalysis. Considering the high local catalyst concentrations at the periphery, diones were tested for the possible synergic reactivity between catalytic units at the surface, while no apparent differences were noted.
引用
收藏
页码:5301 / 5306
页数:6
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