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Supramolecular Chiral Organic Ion Pair Catalyst
D. Uraguchi, Y. Ueki, T. Ooi*
Nagoya University, Japan
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.