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

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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).

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Lee, S. G., Zhang, Y. J., Song, C. E., Lee, J. K., & Choi, J. H. (2002). Novel 1,4-diphosphanes with imidazolidin-2-one Backbones as chiral ligands: Highly enantioselective Rh-catalyzed hydrogenation of enamides. Angewandte Chemie - International Edition, 41(5), 847–849. https://doi.org/10.1002/1521-3773(20020301)41:5<847::AID-ANIE847>3.0.CO;2-F

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