Highly enantioselective iridium-catalyzed hydrogenation of quinoline derivatives using chiral phosphinite H8-BINAPO

Hung Lam Kim; Lijin Xu; Lichun Feng; Qing Hua Fan; Loi Lam Fuk; Wai Hung Lo; Albert S.C. Chan

doi:10.1002/adsc.200505130

Highly enantioselective iridium-catalyzed hydrogenation of quinoline derivatives using chiral phosphinite H8-BINAPO

Hung Lam Kim
, Lijin Xu
, Lichun Feng
, Qing Hua Fan
, Loi Lam Fuk
, Wai Hung Lo
, Albert S.C. Chan

Research output: Journal article publication › Journal article › Academic research › peer-review

112 Citations (Scopus)

Abstract

The chiral diphosphinite H8-BINAPO derived from H8-BINOL has been used in the Ir-catalyzed asymmetric hydrogenation of quinolines, and high enantioselectivity (up to 97% ee) was obtained. Immobilization of the iridium catalyst in poly(ethylene glycol) dimethyl ether (DMPEG) is also discussed. With DMPEG/hexane biphasic system, better enantioselectivities were obtained as compared to those observed in aprotic organic solvents. KGaA.

Original language	English
Pages (from-to)	1755-1758
Number of pages	4
Journal	Advanced Synthesis and Catalysis
Volume	347
Issue number	14
DOIs	https://doi.org/10.1002/adsc.200505130
Publication status	Published - 1 Nov 2005

Keywords

Asymmetric hydrogenation
Immobilization
Iridium
Phosphinite ligands
Poly(ethylene glycol) dimethyl ether
Quinoline

ASJC Scopus subject areas

Catalysis
Organic Chemistry

More information

10.1002/adsc.200505130

Cite this

@article{53a505a1630f4f4bb3a3275c3d626a8b,

title = "Highly enantioselective iridium-catalyzed hydrogenation of quinoline derivatives using chiral phosphinite H8-BINAPO",

abstract = "The chiral diphosphinite H8-BINAPO derived from H8-BINOL has been used in the Ir-catalyzed asymmetric hydrogenation of quinolines, and high enantioselectivity (up to 97\% ee) was obtained. Immobilization of the iridium catalyst in poly(ethylene glycol) dimethyl ether (DMPEG) is also discussed. With DMPEG/hexane biphasic system, better enantioselectivities were obtained as compared to those observed in aprotic organic solvents. KGaA.",

keywords = "Asymmetric hydrogenation, Immobilization, Iridium, Phosphinite ligands, Poly(ethylene glycol) dimethyl ether, Quinoline",

author = "Kim, \{Hung Lam\} and Lijin Xu and Lichun Feng and Fan, \{Qing Hua\} and Fuk, \{Loi Lam\} and Lo, \{Wai Hung\} and Chan, \{Albert S.C.\}",

year = "2005",

month = nov,

day = "1",

doi = "10.1002/adsc.200505130",

language = "English",

volume = "347",

pages = "1755--1758",

journal = "Advanced Synthesis and Catalysis",

issn = "1615-4150",

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TY - JOUR

T1 - Highly enantioselective iridium-catalyzed hydrogenation of quinoline derivatives using chiral phosphinite H8-BINAPO

AU - Kim, Hung Lam

AU - Xu, Lijin

AU - Feng, Lichun

AU - Fan, Qing Hua

AU - Fuk, Loi Lam

AU - Lo, Wai Hung

AU - Chan, Albert S.C.

PY - 2005/11/1

Y1 - 2005/11/1

N2 - The chiral diphosphinite H8-BINAPO derived from H8-BINOL has been used in the Ir-catalyzed asymmetric hydrogenation of quinolines, and high enantioselectivity (up to 97% ee) was obtained. Immobilization of the iridium catalyst in poly(ethylene glycol) dimethyl ether (DMPEG) is also discussed. With DMPEG/hexane biphasic system, better enantioselectivities were obtained as compared to those observed in aprotic organic solvents. KGaA.

AB - The chiral diphosphinite H8-BINAPO derived from H8-BINOL has been used in the Ir-catalyzed asymmetric hydrogenation of quinolines, and high enantioselectivity (up to 97% ee) was obtained. Immobilization of the iridium catalyst in poly(ethylene glycol) dimethyl ether (DMPEG) is also discussed. With DMPEG/hexane biphasic system, better enantioselectivities were obtained as compared to those observed in aprotic organic solvents. KGaA.

KW - Asymmetric hydrogenation

KW - Immobilization

KW - Iridium

KW - Phosphinite ligands

KW - Poly(ethylene glycol) dimethyl ether

KW - Quinoline

UR - https://www.scopus.com/pages/publications/28244476491

U2 - 10.1002/adsc.200505130

DO - 10.1002/adsc.200505130

M3 - Journal article

SN - 1615-4150

VL - 347

SP - 1755

EP - 1758

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 14

ER -

Highly enantioselective iridium-catalyzed hydrogenation of quinoline derivatives using chiral phosphinite H8-BINAPO

Abstract

Keywords

ASJC Scopus subject areas

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