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Novel 1,4‐Diphosphanes with Imidazolidin‐2‐one Backbones as Chiral Ligands: Highly Enantioselective Rh‐Catalyzed Hydrogenation of Enamides
Author(s) -
Lee Sanggi,
Zhang Yong Jian,
Song Choong Eui,
Lee Jae Kyun,
Choi Jung Hoon
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20020301)41:5<847::aid-anie847>3.0.co;2-f
Subject(s) - enantioselective synthesis , steric effects , chemistry , ring (chemistry) , catalysis , flexibility (engineering) , chelation , stereochemistry , transfer hydrogenation , atom (system on chip) , combinatorial chemistry , organic chemistry , ruthenium , computer science , mathematics , statistics , embedded system
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).