Catalytic asymmetric hydrogenation of α-CF3- or β-CF3-Substituted acrylic acids using Rhodium(I) complexes with a combination of chiral and achiral ligands

Kaiwu Dong; Yang Li; Zheng Wang; Kuiling Ding

doi:10.1002/anie.201307903

Catalytic asymmetric hydrogenation of α-CF₃- or β-CF₃-Substituted acrylic acids using Rhodium(I) complexes with a combination of chiral and achiral ligands

Kaiwu Dong
, Yang Li
, Zheng Wang
, Kuiling Ding

CAS - Shanghai Institute of Organic Chemistry

Research output: Contribution to journal › Article › peer-review

89 Scopus citations

Abstract

Only the mixture works! Acrylic acid derivatives with CF₃ substituents in α or β position were efficiently hydrogenated in the presence of a Rh^I complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph₃P as ligands. The corresponding propanoic acid derivatives were obtained with generally high conversion (>99 %) and high enantioselectivity (92->99 %).

Original language	English
Pages (from-to)	14191-14195
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	52
Issue number	52
DOIs	https://doi.org/10.1002/anie.201307903
State	Published - 23 Dec 2013
Externally published	Yes

Keywords

acrylic acids
asymmetric catalysis
hydrogenation
rhodium
secondary phosphine oxides

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10.1002/anie.201307903

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abstract = "Only the mixture works! Acrylic acid derivatives with CF3 substituents in α or β position were efficiently hydrogenated in the presence of a RhI complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph3P as ligands. The corresponding propanoic acid derivatives were obtained with generally high conversion (>99 \%) and high enantioselectivity (92->99 \%).",

keywords = "acrylic acids, asymmetric catalysis, hydrogenation, rhodium, secondary phosphine oxides",

author = "Kaiwu Dong and Yang Li and Zheng Wang and Kuiling Ding",

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AU - Dong, Kaiwu

AU - Li, Yang

AU - Wang, Zheng

AU - Ding, Kuiling

PY - 2013/12/23

Y1 - 2013/12/23

N2 - Only the mixture works! Acrylic acid derivatives with CF3 substituents in α or β position were efficiently hydrogenated in the presence of a RhI complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph3P as ligands. The corresponding propanoic acid derivatives were obtained with generally high conversion (>99 %) and high enantioselectivity (92->99 %).

AB - Only the mixture works! Acrylic acid derivatives with CF3 substituents in α or β position were efficiently hydrogenated in the presence of a RhI complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph3P as ligands. The corresponding propanoic acid derivatives were obtained with generally high conversion (>99 %) and high enantioselectivity (92->99 %).

KW - acrylic acids

KW - asymmetric catalysis

KW - hydrogenation

KW - rhodium

KW - secondary phosphine oxides

UR - https://www.scopus.com/pages/publications/84890644275

U2 - 10.1002/anie.201307903

DO - 10.1002/anie.201307903

M3 - 文章

C2 - 24353237

AN - SCOPUS:84890644275

SN - 1433-7851

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 52

ER -

Catalytic asymmetric hydrogenation of α-CF₃- or β-CF₃-Substituted acrylic acids using Rhodium(I) complexes with a combination of chiral and achiral ligands

Abstract

Keywords

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