Chelated charge assisted halogen bonding enhanced halide recognition by a pyridinium-iodotriazolium axle containing [2]rotaxane

被引：9
作者：
Hess, Alexander E. [1 ]
Beer, Paul D. [1 ]
机构：
[1] Univ Oxford, Dept Chem, Chem Res Lab, 12 Mansfield Rd, Oxford OX1 3TA, England
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 43期
关键词：
ANION RECOGNITION; BINDING PROTEIN; RECEPTOR; WATER; CHEMISTRY;
D O I：
10.1039/c6ob01851c
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Four halogen and hydrogen bonding rotaxane host systems featuring pyridinium bis-amide-iodotriazole/prototriazole and pyridinium bis-amide-iodotriazolium/prototriazolium axle components have been synthesized by CuAAC-mediated mono-stoppering chloride anion templation and post-rotaxanation methylation reactions. In competitive 45 : 45 : 10 CDCl3-CD3OD-D2O aqueous solvent media, the dicationic halogen bonding rotaxane displayed a notable enhanced binding affinity and marked selectivity for Br- over other halides and nitrate and dihydrogen phosphate oxoanions in contrast to an all hydrogen bonding counterpart which is attributed to chelated charge assisted halogen bonding interactions.
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收藏
页码：10193 / 10200
页数：8
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