Synthesis, structure and the binding properties of the amide-based anion receptors derived from 1H-indole-7-amine

被引:44
作者
Zielinski, Tornasz [1 ]
Dydio, Pawel [1 ,2 ]
Jurczak, Janusz [1 ,2 ]
机构
[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland
[2] Warsaw Univ, Dept Chem, PL-02093 Warsaw, Poland
关键词
anion recognition; indole; hydrogen bond; amides;
D O I
10.1016/j.tet.2007.11.012
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Indole-7-amine was investigated as an alternative to aniline in construction of amide-based anion receptors. Replacement of aniline with indolamine introduces additional binding site-indolyl NH, which can enhance anion binding for more than five times. The molecular modelling of indole-containing receptors revealed the correlation between their conformational preferences and their affinity towards anions. (c) 2007 Elsevier Ltd. All rights reserved.
引用
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页码:568 / 574
页数:7
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