Calix[4]arene-based chromogenic chemosensor for the α-phenylglycine anion:: Synthesis and chiral recognition

被引：63
|
作者：
Qing, GY [1 ]
He, YB [1 ]
Zhao, Y [1 ]
Hu, CG [1 ]
Liu, SY [1 ]
Yang, X [1 ]
机构：
[1] Wuhan Univ, Dept Chem, Wuhan 430072, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 2006卷 / 06期
关键词：
chirality; calixarenes; anion receptor; chiral recognition; UV/Vis spectra; chromogenic sensor;
D O I：
10.1002/ejoc.200500704
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Calix[4]arene-based two-armed chiral anion receptors 3a and 3b have been synthesized and examined for their chiral anion-binding abilities by UV/Vis absorption and H-1 NMR spectroscopy. The results of nonlinear curve fitting indicate that 3a and 3b form 1:1 stoichiometric complexes with the L- Or D-a-phenylglycine anion by multiple hydrogen-bonding interactions and exhibit good enantioselective recognition for the enantiomers of the alpha-phenylglycine anions (3a: K-ass(L)/K-ass(D) = 4.76; 3b: K-ass(D)/K-ass(L) = 2.84). The marked colour changes observed for the complexation of 3a with the chiral anions and the good enantio selective recognition reveal that receptor 3a could be used as a good chiral chromogenic chemosensor for the enantiomers of the a-phenylglycine anion. (c) Wiley-VCH Verlag GmbH & Co.
引用
收藏
页码：1574 / 1580
页数：7
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