Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1349640 | Tetrahedron: Asymmetry | 2006 | 5 Pages |
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.
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Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Kenichi Sakai, Rumiko Sakurai, Noriaki Hirayama,