A rotaxane host system containing integrated triazole C-H hydrogen bond donors for anion recognition

被引：29

作者：

White, Nicholas G. ^{[1
]}

Beer, Paul D. ^{[1
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2013年 / 11卷 / 08期

关键词：

CRYSTAL-STRUCTURES; ARYL-TRIAZOLE; COMPUTER-PROGRAM; CLICK CHEMISTRY; BINDING; CHLORIDE; RECEPTOR; REFINEMENT; STABILITY; CATENANE;

D O I：

10.1039/c2ob27229f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two rotaxanes incorporating a 3,5-bis(triazole)-pyridinium axle component have been prepared using either an anion templated amide condensation or ring closing metathesis (RCM) clipping strategy. The respective yields of interlocked receptor were found to be significantly higher when the RCM clipping synthetic route was used. Proton NMR titration experiments in competitive 1:1 CDCl3-CD3OD solvent media reveal that the rotaxane prepared by the clipping procedure is selective for halide anions over larger, more basic oxoanions. Interestingly, the interlocked host displays an unusual preference for bromide over other halide anions.

引用

页码：1326 / 1333

页数：8

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