对映选择合成
对映体
丙氨酸
结晶
圆二色性
化学
立体化学
旋光
有机化学
氨基酸
催化作用
生物化学
作者
Bin Chen,Jianping Deng,Xin Cui,Wantai Yang
出处
期刊:Macromolecules
[American Chemical Society]
日期:2011-09-01
卷期号:44 (18): 7109-7114
被引量:32
摘要
Helical substituted polyacetylenes were investigated for inducing enantioselective crystallization of racemic N-(tert-butoxycarbonyl)alanine (BOC-alanine) enantiomers. For this purpose, helical substituted polyacetylenes [(R)-PSA and (S)-PSA)] were dissolved in supersaturated racemic BOC-alanine solutions. Upon cooling the solutions, (R)-PSA preferentially induced BOC-l-alanine to crystallize, while (S)-PSA facilitated the enantioselective crystallization of BOC-d-alanine, according to the characterizations by circular dichroism, XRD, SEM, and optical rotation analyses. As expected, no enantioselective crystallization was observed in such cases: racemic BOC-alanine enantiomers in the absence of optically active helical PSA and racemic BOC-alanine enantiomers in the presence of equal amount of (R)-PSA and (S)-PSA. The present study provides the first direct evidence for the role of artificially synthetic helical polymers in inducing efficiently enantioselective crystallization.
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