Article ID Journal Published Year Pages File Type
1349640 Tetrahedron: Asymmetry 2006 5 Pages PDF
Abstract

In the resolution system of (RS)-1-cyclohexylethylamine (CHEA) with (S)-mandelic acid (MA), the DCR (dielectrically controlled resolution) phenomenon was clearly observed. (S)-CHEA and (R)-CHEA were obtained as less-soluble salts from 2-propanol (ε = 18) and water (ε = 78), respectively. Although (S)-MAs pack similarly in the crystals of both of the salts, the chiral spaces formed between the columns of (S)-MAs are significantly different in shape. The present study showed that these chiral spaces are crucial to molecular recognition and their shapes are greatly influenced by the dielectric property of the solvent employed.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
Authors
, , ,