Two-component supramolecular helical architectures: Creation of tunable dissymmetric cavities for the inclusion and chiral recognition of the third components
Two-component supramolecular helical architectures: Creation of tunable dissymmetric cavities for the inclusion and chiral recognition of the third components
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DOI：
10.1002/chem.200601295
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发表时间：
2007-01-01
影响因子：
4.3
通讯作者：
Saigo, Kazuhiko
中科院分区：
文献类型：
--
作者：
Kodama, Koichi;Kobayashi, Yuka;Saigo, Kazuhiko
深入研究了由对映体纯伯胺和非手性羧酸组成的超分子螺旋结构对外消旋芳基烷醇的包合和手性识别。在所检查的结构中，发现由对映体纯赤式-2-氨基-1,2-二苯基乙醇（1b）和苯甲酸（2a）的盐组成的超分子螺旋结构包含多种外消旋芳基烷醇，并认识到它们的手性。螺旋结构在盐晶体中形成不对称的一维凹槽，并且芳基烷醇对映选择性地包含在凹槽中。凹槽的尺寸和形状可通过适当选择非手性羧酸组分来调节。基于 X 射线晶体学分析讨论了 1b/2a 组合手性识别的起源。
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.