Issue 9, 2012
From the journal:

Organic & Biomolecular Chemistry

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

Koichi Kodama,*a   Ayaka Kanno,a   Eriko Sekinea  and  Takuji Hirose*a  

* Corresponding authors

a Graduate School of Science and Engineering, Saitama University, 255, Shimo-Okubo, Sakura-ku, Saitama, Japan
E-mail: kodama@mail.saitama-u.ac.jp
Fax: +81-48-858-9548
Tel: +81-48-858-9548

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.

Graphical abstract: Enantioseparation of 1-arylethanols via a supramolecular chiral host consisting of N-(2-naphthoyl)-l-aspartic acid and an achiral diamine

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Article information

DOI
https://doi.org/10.1039/C2OB06475H
Article type
Paper
Submitted
29 Aug 2011
Accepted
05 Dec 2011
First published
07 Dec 2011

Org. Biomol. Chem., 2012,10, 1877-1882

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

K. Kodama, A. Kanno, E. Sekine and T. Hirose, Org. Biomol. Chem., 2012, 10, 1877 DOI: 10.1039/C2OB06475H

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