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Synfacts 2008(1): 0055-0055  
DOI: 10.1055/s-2007-991423
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Chiral Ligand Based on a Pseudorotaxane Skeleton for Hydrogenation

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
G. Hattori, T. Hori, Y. Miyake, Y. Nishibayashi*
The University of Tokyo, Japan
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Publication History

Publication Date:
18 December 2007 (online)

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Significance

With supramolecular chemistry emerging as an important and interesting area of chemistry, the authors have designed a new type of ligand that is competent in a hydrogenation reaction. The pseudorotaxane ligand is generated by mixing a crown ether and a secondary ammonium salt. The chirality comes from the appending of a binaphthol-derived molecule to the crown ether. The Rh-ligand system (1 mol%) was successful for the hydrogenation of methyl (Z)-α-­acetamidocinnamates.