Synfacts 2009(12): 1408-1408  
DOI: 10.1055/s-0029-1218214
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Supramolecular Chiral Organic Ion Pair Catalyst

Contributor(s): Benjamin List, Frank Lay
D. Uraguchi, Y. Ueki, T. Ooi*
Nagoya University, Japan
Further Information

Publication History

Publication Date:
20 November 2009 (online)


A chiral organic ion pair catalyst consisting of a chiral tetraaminophosphonium cation, two phenols, and a phenoxide anion is reported. The components self-assemble through intermolecular hydrogen bonds to a ten-membered cyclic network 1 whose structure could be determined in the solid state by single crystal Röntgen analysis. The well-defined molecular assembly was used as catalyst in a highly stereoselective conjugate addition of azlactone 2 to α,β-unsaturated ester surrogates 3.