A supramolecularly tunable chiral diphosphine ligand: application to Rh and Ir-catalyzed enantioselective hydrogenation

被引：30

作者：

Zhang, Xi-Chang ^{[1
,2
]}

Hu, Yi-Hu ^{[1
]}

Chen, Chuan-Fu ^{[1
]}

Fang, Qiang ^{[1
]}

Yang, Li-Yao ^{[1
]}

Lu, Ying-Bo ^{[1
]}

Xie, Lin-Jie ^{[1
]}

Wu, Jing ^{[1
]}

Li, Shijun ^{[1
]}

Fang, Wenjun ^{[2
]}

机构：

[1] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou, Zhejiang, Peoples R China

[2] Zhejiang Univ, Dept Chem, Hangzhou 310003, Zhejiang, Peoples R China

来源：

CHEMICAL SCIENCE | 2016年 / 7卷 / 07期

基金：

中国国家自然科学基金;

关键词：

ASYMMETRIC HYDROGENATION; P-PHOS; COPPER(II)-DIPYRIDYLPHOSPHINE CATALYST; DIPYRIDYLPHOSPHINE LIGANDS; HETEROAROMATIC-COMPOUNDS; HOMOGENEOUS CATALYSIS; ISOQUINOLINIUM SALTS; PHOSPHORUS LIGANDS; IRIDIUM COMPLEXES; BIDENTATE LIGANDS;

D O I：

10.1039/c6sc00589f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A supramolecularly tunable chiral bisphosphine ligand bearing two pyridyl-containing crown ethers, (-) or (+)-Xyl-P16C6-Phos, was fabricated and utilized in the Rh-catalyzed asymmetric hydrogenation of alpha-dehydroamino acid esters and Ir-catalyzed asymmetric hydrogenation of quinolines in high yields with excellent enantioselectivities (90-99% ee). Up to a 22% enhancement in enantioselectivity was achieved by the addition of certain amounts of alkali ions (Li+, Na+ or K+), which could be selectively recognized and effectively complexed by the crown ethers on the chiral Xyl-P16C6-Phos.

引用

页码：4594 / 4599

页数：6

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