Shape persistence delivers lock-and-key chloride binding in triazolophanes

被引:74
|
作者
McDonald, Kevin P. [1 ]
Hua, Yuran [1 ]
Lee, Semin [1 ]
Flood, Amar H. [1 ]
机构
[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
基金
美国国家科学基金会;
关键词
DOT-CENTER-DOT; ANION-PI INTERACTIONS; HYDROGEN-BONDS; CYCLIC POLYETHERS; CROWN-ETHERS; HOST-GUEST; COMPLEXES; CH; RECEPTOR; PHOTOCONTROL;
D O I
10.1039/c2cc17459f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Triazolophanes have recently surfaced as a new class of shape-persistent macrocycles that bind anions. Bearing only triazole- and phenyl-derived CH hydrogen bond donors, these receptors have shown extraordinary Cl binding strengths (> 10(6) M (1), CH2Cl2). The attributes of the triazolophane that are responsible are presented herein alongside recent literature accounts that have utilized similar strategies in new and exciting supramolecular systems. This review describes how triazolophanes leverage the structural pre-organization characteristic of spherands to take advantage of non-traditional hydrogen bonds originating from extrinsic CH donors.
引用
收藏
页码:5065 / 5075
页数:11
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