Two-component supramolecular helical architectures: Creation of tunable dissymmetric cavities for the inclusion and chiral recognition of the third components

被引：55

作者：

Kodama, Koichi ^{[1
]}

Kobayashi, Yuka ^{[1
]}

Saigo, Kazuhiko ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Engn, Dept Chem & Biotechnol, Bunkyo Ku, Tokyo 1138656, Japan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2007年 / 13卷 / 07期

关键词：

chiral resolution; host-guest systems; molecular recognition; self-assembly; supramolecular chemistry;

D O I：

10.1002/chem.200601295

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The inclusion and chiral recognition of racemic arylalkanols by supramolecular helical architectures consisting of enantiopure primary amines and achiral carboxylic acids were thoroughly studied. Among the architectures examined, a supramolecular helical architecture composed of the salt of enantiopure erythro-2-amino- 1,2-diphenylethanol (1b) and benzoic acid (2a) was found to include a wide variety of racemic arylalkanols with recognition of their chirality. The helical architecture gave a dissymmetric 1D groove in the salt crystal, and the arylalkanols were enantioselectively included in the groove. The size and shape of the groove were tunable by proper selection of the achiral carboxylic acid component. The origin of the chiral recognition with the combination 1b/2a is discussed on the basis of Xray crystallographic analyses.

引用

页码：2144 / 2152

页数：9

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