Organic & Biomolecular Chemistry 2012-03-07

Enantioseparation of 1-arylethanols via a supramolecular chiral host consisting of N-(2-naphthoyl)-L-aspartic acid and an achiral diamine.

Koichi Kodama, Ayaka Kanno, Eriko Sekine, Takuji Hirose

Index: Org. Biomol. Chem. 10(9) , 1877-82, (2012)

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Abstract

A supramolecular chiral host consisting of N-(2-naphthoyl)-L-aspartic acid (L-1) and meso-1,2-diphenylethylenediamine (2) is effective in enantioseparation of 1-arylethanols (up to 96% ee with 100% inclusion ratio). Here we report three different methods to prepare the inclusion crystals and discuss the chiral recognition mechanism on the basis of X-ray crystallography results.