Synthesis of novel chiral Schiff base and amino alcohol derivatives of calix[4]arene and chiral recognition properties

被引：12
作者：
Erdemir, Serkan [1 ]
机构：
[1] Selcuk Univ, Dept Chem, TR-42031 Konya, Turkey
来源：
JOURNAL OF MOLECULAR STRUCTURE | 2012年 / 1007卷
关键词：
Calix[4]arene; Chiral; Amino acid methylesters; Amino alcohol; Liquid phase extraction; LIQUID-PHASE EXTRACTION; ENANTIOMERIC RECOGNITION; BEARING; CALIXARENES; ENANTIOPURE; DESIGN; SEPARATION; HOSTS; ACIDS; RIM;
D O I：
10.1016/j.molstruc.2011.10.053
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
In the present study, the synthesis and liquid phase extraction properties towards some amino acid methylesters and amino alcohols of Schiff base and amino alcohol substituted calix[4]arene are reported. The Schiff base substituted calix(4]arene 5 has been synthesized via condensation reaction involving 5,17-diformyl-11,23-di-tert-butyl-25,27-di[3-(4-formylphenoxy)propoxy]-26,28 dihydroxycalix[4]arene 4 and (R)-(-)-2-phenylglycine methyl ester in CHCl3:MeOH. To give the amino alcohol substituted calix[4]arene 6, the synthesized chiral compound 5 was reduced by LiAlH4. The new chiral Schiff base and amino alcohol derivatives of calix[4]arene have been characterized by a combination of FT-IR, H-1 NMR, C-13 NMR, FAB-MS and elemental analysis. Also, the extraction behaviors of 5 and 6 towards some selected amino acid methylesters and amino alcohols have been studied by liquid-liquid extraction. (C) 2011 Elsevier B.V. All rights reserved.
引用
收藏
页码：235 / 241
页数：7
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