(R)-binap-mediated asymmetric hydrogenation with a rhodacarborane catalyst in ionic-liquid media
Yinghuai, Z. Carpenter, K. Bun, C.C. Bahnmueller, S. Ke, C.P. Srid, V.S. Kee, L.W. Hawthorne, M.F.
Yinghuai, Z.
Carpenter, K.
Bun, C.C.
Bahnmueller, S.
Ke, C.P.
Srid, V.S.
Hawthorne, M.F.
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Alternative Title
Abstract
Unsymmetrical aryl ketones undergo asymmetric hydrogenation in ionic-liquid media in the presence of (R)-binap and a rhodacarborane catalyst derived from the suicide precursor 1 (see scheme). Ketones that are poor substrates for other methods can be hydrogenated in quantitative yields with very high enantioselectivities (97.3-99.5% ee). The novel ionic liquid (N-n-butylpyridinium)+(closo-CB11H12) - provides a superior medium for these reactions.
Keywords
Asymmetric catalysis, Carboranes, Hydrogenation, Ionic liquids, P ligands, Rhodium
Source Title
Angewandte Chemie - International Edition
Publisher
Series/Report No.
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Date
2003-08-18
DOI
10.1002/anie.200351273
Type
Article