Novel 1,4-diphosphanes with imidazolidin-2-one Backbones as chiral ligands: Highly enantioselective Rh-catalyzed hydrogenation of enamides

Sang Gi Lee; Yong Jian Zhang; Choong Eui Song; Jae Kyun Lee; Jung Hoon Choi

doi:10.1002/1521-3773(20020301)41:5<847::AID-ANIE847>3.0.CO;2-F

Novel 1,4-diphosphanes with imidazolidin-2-one Backbones as chiral ligands: Highly enantioselective Rh-catalyzed hydrogenation of enamides

Sang Gi Lee, Yong Jian Zhang, Choong Eui Song, Jae Kyun Lee, Jung Hoon Choi

Department of Chemistry & Nanoscience

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

57 Scopus citations

Abstract

Appropriate gauche steric interactions between the N-substituents and the phosphanylmethyl groups (see picture, top right) in the novel 1,4-diphosphane ligands 1 having an imidazolidin-2-one backbone affect the conformational flexibility of the seven-membered chelate ring formed by coordination to a metal atom. Thus, Rh complexes of 1 are excellent catalysts for enantioselective hydrogenation of enamides (bottom, cod= cyclooacta-1,5-diene).

Original language	English
Pages (from-to)	847-849
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	41
Issue number	5
DOIs	https://doi.org/10.1002/1521-3773(20020301)41:5<847::AID-ANIE847>3.0.CO;2-F
State	Published - 1 Mar 2002

Keywords

Asymmetric catalysis
Hydrogenation
P ligands
Rhodium

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10.1002/1521-3773(20020301)41:5<847::AID-ANIE847>3.0.CO;2-F

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title = "Novel 1,4-diphosphanes with imidazolidin-2-one Backbones as chiral ligands: Highly enantioselective Rh-catalyzed hydrogenation of enamides",

abstract = "Appropriate gauche steric interactions between the N-substituents and the phosphanylmethyl groups (see picture, top right) in the novel 1,4-diphosphane ligands 1 having an imidazolidin-2-one backbone affect the conformational flexibility of the seven-membered chelate ring formed by coordination to a metal atom. Thus, Rh complexes of 1 are excellent catalysts for enantioselective hydrogenation of enamides (bottom, cod= cyclooacta-1,5-diene).",

keywords = "Asymmetric catalysis, Hydrogenation, P ligands, Rhodium",

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year = "2002",

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doi = "10.1002/1521-3773(20020301)41:5<847::AID-ANIE847>3.0.CO;2-F",

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T1 - Novel 1,4-diphosphanes with imidazolidin-2-one Backbones as chiral ligands

T2 - Highly enantioselective Rh-catalyzed hydrogenation of enamides

AU - Lee, Sang Gi

AU - Zhang, Yong Jian

AU - Song, Choong Eui

AU - Lee, Jae Kyun

AU - Choi, Jung Hoon

PY - 2002/3/1

Y1 - 2002/3/1

N2 - Appropriate gauche steric interactions between the N-substituents and the phosphanylmethyl groups (see picture, top right) in the novel 1,4-diphosphane ligands 1 having an imidazolidin-2-one backbone affect the conformational flexibility of the seven-membered chelate ring formed by coordination to a metal atom. Thus, Rh complexes of 1 are excellent catalysts for enantioselective hydrogenation of enamides (bottom, cod= cyclooacta-1,5-diene).

AB - Appropriate gauche steric interactions between the N-substituents and the phosphanylmethyl groups (see picture, top right) in the novel 1,4-diphosphane ligands 1 having an imidazolidin-2-one backbone affect the conformational flexibility of the seven-membered chelate ring formed by coordination to a metal atom. Thus, Rh complexes of 1 are excellent catalysts for enantioselective hydrogenation of enamides (bottom, cod= cyclooacta-1,5-diene).

KW - Asymmetric catalysis

KW - Hydrogenation

KW - P ligands

KW - Rhodium

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DO - 10.1002/1521-3773(20020301)41:5<847::AID-ANIE847>3.0.CO;2-F

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Novel 1,4-diphosphanes with imidazolidin-2-one Backbones as chiral ligands: Highly enantioselective Rh-catalyzed hydrogenation of enamides

Abstract

Keywords

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