Recognition of chiral anions using calix[4]arene-based ureido receptor in the 1,3-alternate conformation

被引：20

作者：

Botha, Filip ^{[1
]}

Budka, Jan ^{[1
]}

Eigner, Vaclav ^{[2
]}

Hudecek, Oldrich ^{[1
]}

Vrzal, Lukas ^{[3
]}

Cisarova, Ivana ^{[4
]}

Lhotak, Pavel ^{[1
]}

机构：

[1] ICTP, Dept Organ Chem, Prague 16628 6, Czech Republic

[2] ICTP, Dept Solid State Chem, Prague 16628 6, Czech Republic

[3] ICTP, Lab NMR Spect, Prague 16628 6, Czech Republic

[4] Charles Univ Prague, Dept Inorgan Chem, Prague 12843 2, Czech Republic

来源：

TETRAHEDRON | 2014年 / 70卷 / 02期

关键词：

Calixarene; Alkylation; NMR titration; Chiral receptor; Anion recognition; BINDING; COMPLEXATION; CHEMISTRY; ION;

D O I：

10.1016/j.tet.2013.11.030

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new type of calixarene-based receptor designed for the recognition of chiral anions was prepared by the introduction of (S)-2-methylbutan-l-ol moieties into the lower rim of calixarene. The immobilization of calixarene skeleton in the 1,3-alternate conformation enabled the construction of a cavity consisting of preorganised ureido functions and chiral substituents in close proximity. This cavity is capable of chiral discrimination of selected anions as demonstrated on D- and L-phenylalaninates. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：477 / 483

页数：7

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