Novel sucrose-based macrocyclic receptors for enantioselective recognition of chiral ammonium cations

被引：25

作者：

Potopnyk, Mykhaylo A. ^{[1
]}

Lewandowski, Bartosz ^{[1
]}

Jarosz, Slawomir ^{[1
]}

机构：

[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland

来源：

TETRAHEDRON-ASYMMETRY | 2012年 / 23卷 / 20-21期

关键词：

ENANTIOMERIC RECOGNITION; CROWN-ETHERS; ACID; ANALOGS; CHEMISTRY; PYRIDINE;

D O I：

10.1016/j.tetasy.2012.10.003

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new synthetic route to macrocyclic sucrose-based receptors with different substituents at the ring nitrogen atom is described. Very good enantioselectivity toward phenylethylammonium chloride was observed [a much stronger complex with the cation of the (S)-amine was formed] although the K-a values were low. Much higher K-a (1.4 x 10(4) M-1 in CDCI3/CD3OD) values of the complexes with aminoacid derivatives (especially valine) were found although this time the enantioselectivities were moderate. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：1474 / 1479

页数：6

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