Chiral calix[4]arenes bearing aminonaphthol moieties as membrane carriers for amino acid methyl esters and mandelic acid

被引：18

作者：

Durmaz, Mustafa ^{[1
]}

Bozkurt, Selahattin ^{[1
]}

Naziroglu, Hayriye Nevin ^{[2
]}

Yilmaz, Mustafa ^{[1
]}

Sirit, Abdulkadir ^{[1
]}

机构：

[1] Selcuk Univ, Dept Chem, TR-42099 Meram, Konya, Turkey

[2] Karamanoglu Mehmetbey Univ, Dept Chem, TR-70100 Karaman, Turkey

来源：

TETRAHEDRON-ASYMMETRY | 2011年 / 22卷 / 07期

关键词：

BULK LIQUID-MEMBRANE; HOST-GUEST COMPLEXATION; ENANTIOSELECTIVE TRANSPORT; CARBOXYLIC-ACIDS; ENANTIOMERIC RECOGNITION; BETA-CYCLODEXTRIN; INCLUSION COMPLEXES; SOLVATING AGENTS; DERIVATIVES; SEPARATION;

D O I：

10.1016/j.tetasy.2011.04.019

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Chiral calix[4]arene derivatives functionalized at the lower rim with chiral aminonaphthol units have been prepared. The structures of these receptors were characterized by a combination of (1)H NMR, (13)C NMR, FTIR and elemental analysis. The transport of amino acid derivatives (phenylglycine, phenylalanine and tryptophan methyl ester hydrochlorides) and mandelic acid were studied through a bulk liquid membrane in the presence of chiral calix[4]arene derivatives. The transport rate and enantioselectivity of the amino acid esters studied depended mainly upon the structure of the chiral receptors. The influence of calixarene and amino acid ester structures upon transport through a liquid membrane is discussed. The receptors with hydrogen bonding sites and aromatic groups showed considerable higher transport rates and stereoselectivities. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：791 / 796

页数：6

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