Novel chiral solvating agents derived from natural amino acid:: enantiodiscrimination for chiral α-arylalkylamines

被引：15
|
作者：
Luo, Zengwei [1 ]
Li, Baohua [1 ]
Fang, Xiantao [1 ]
Hu, Kai [1 ]
Wu, Xiaojun [1 ]
Fu, Enqin [1 ]
机构：
[1] Wuhan Univ, Coll Chem & Mol Sci, Hubei Key Lab Organ & Polymer Optoelect Mat, Wuhan 430072, Peoples R China
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 10期
基金：
中国国家自然科学基金;
关键词：
chiral solvating agents; chiral recognition; NOE;
D O I：
10.1016/j.tetlet.2007.01.036
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Two benzo[de]isoquinoline 1,3-dione amino acids 1 and 2 were readily prepared, and their enantiodiscriminating ability were investigated by H-1 NMR spectroscopy. It was found that 1 exhibited an excellent chiral recognition ability toward chiral alpha-phenylethylamine and some of its derivatives, leading to clear baseline separation of the multiplet of the probe groups in two enantiomers. The stoichiometric ratio and association constants of some host-guest complexes were determined. The interactions between the hosts and guest 3 were further studied by intermolecular NOE experiment and ESI-MS. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1753 / 1756
页数：4
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