Asymmetric hydrogenation of quinolines with recyclable and air-stable iridium catalyst systems

被引:42
作者
Chan, Sau Hing [1 ]
Lam, Kim Hung [1 ]
Li, Yue-Ming [1 ]
Xu, Lijin [1 ]
Tang, Weijun [1 ]
Lam, Fuk Loi [1 ]
Lo, Wai Hung [1 ]
Yu, Wing Yiu [1 ]
Fan, Qinghua [2 ]
Chan, Albert S. C. [1 ]
机构
[1] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Open Lab Chirotechnol Inst Mol Technol Drug Disco, Hong Kong, Hong Kong, Peoples R China
[2] Chinese Acad Sci, Inst Chem, Beijing 100080, Peoples R China
基金
中国国家自然科学基金;
关键词
CHIRAL DIPHOSPHINE LIGAND; ENANTIOSELECTIVE HYDROGENATION; HETEROAROMATIC-COMPOUNDS; SELECTIVE HYDROGENATION; CARBON-DIOXIDE; IONIC LIQUIDS; BINAP; COMPLEXES; OLEFINS; REACTOR;
D O I
10.1016/j.tetasy.2007.10.034
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The iridium complex-catalyzed asymmetric hydrogenation of quinolines in a DMPEG/hexane biphasic system was studied. Catalysts with C-2-symmetric ligands such as Xyl-P-Phos, Cl-MeO-BIPHEP, SYNPHOS, and DiluorPhos are highly effective for this type of reaction. Most of the catalysts tested can be retained in DMPEG (M-n = 500), and the asymmetric hydrogenation of various quinoline substrates can be carried out in DMPEG/hexane biphasic system with up to 92% ee. The catalysts and the products can be separated via simple phase separation, and the reactivity/stereoselectivity of the catalysts can be retained for at least three reaction cycles. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2625 / 2631
页数:7
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