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

来源：

TETRAHEDRON-ASYMMETRY | 2007年 / 18卷 / 22期

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

页码：2625 / 2631

页数：7

共 53 条

[1] Ionic liquids and chirality: opportunities and challenges [J].