Novel NMR chiral solvating agents derived from (1R,2R)-diaminocyclohexane:: synthesis and enantiodiscrimination for chiral carboxylic acids

被引:51
作者
Yang, Xuemei
Wang, Guitao
Zhong, Cheng
Wu, Xiaojun
Fu, Enqin [1 ]
机构
[1] Wuhan Univ, Dept Chem, Wuhan 430072, Peoples R China
[2] Guangdong Med Coll, Sch Basic Med Sci, Dongguan 523808, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1016/j.tetasy.2006.03.011
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of new compounds, (1R,2R)-1-(1',8-naphthalimide)-2-aminocyclohexane 1 and its 4'-derivatives 2 and 3 derived from (1R,2R)-1,2-diaminocyclohexane have been synthesized conveniently and efficiently. H-1 NMR spectroscopy was employed to investigate their enantiodiscriminating ability. Compared with alpha-phenylethylamine, a commercially available chiral solvating agent (CSA), these compounds exhibited better enantiodiscriminating ability toward the chiral carboxylic acids we had chosen, distinguishing them as promising and practical CSAs. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:916 / 921
页数:6
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