Heterocomplexation of a Chiral Dipeptide and Quantitative Enantiomeric Enrichment of Nonracemic 1,1′-Bi-2-naphthol

被引：7

作者：

Shan, Zixing ^{[1
]}

Xiong, Ying ^{[1
]}

Yi, Jing ^{[1
]}

Hu, Xiaoyun ^{[1
]}

机构：

[1] Wuhan Univ, Dept Chem, Wuhan 430072, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 22期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1021/jo801547j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Heterocomplexation of a chiral host to a racemic guest has been discovered. A cyclic dipeptide generated from (S)-proline alkyl ester undergoes an achiroselective complexation to both the enantiomers of racemic BINOL in benzene to yield a crystalline heterocomplex bearing the solvent molecules. However, complexation crystallization does not occur between the diptide and either enantiomer of BINOL under similar conditions. The difference in complexation behavior has been successfully applied in the enantiomeric enrichment of nonracemic BINOLs, and almost quantitative separation of the excess enantiomer from racemic BINOL was achieved.

引用

页码：9158 / 9160

页数：3

共 48 条

[1] BINOL: A versatile chiral reagent [J].