Rationalization and prediction of solution enantiomeric excess in ternary phase systems

被引:122
作者
Klussmann, Martin [1 ]
White, Andrew J. R. [1 ]
Armstrong, Alan [1 ]
Blackmond, Donna G. [1 ]
机构
[1] Univ London Imperial Coll Sci & Technol, Dept Chem, London SW7 2AZ, England
关键词
amino acids; chirality; enantioselectivity; phase diagrams; solvent effects;
D O I
10.1002/anie.200602520
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Solubility and enantiomeric excess: A general model based on simple solubility concepts rationalizes the value of the ee at the eutectic for a wide range of chiral substances including amino acids and common chiral ligands. A novel crystal structure in which one CHCl3 molecule is incorporated in a highly insoluble (α = 0.002) proline racemate explains the strong asymmetric amplification observed in the proline/CHCl 3 system. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7985 / 7989
页数:5
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