Issue 42, 2012

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

Abstract

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 (>106 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.

Graphical abstract: Shape persistence delivers lock-and-key chloride binding in triazolophanes

Article information

Article type
Feature Article
Submitted
29 Nov 2011
Accepted
21 Dec 2011
First published
17 Jan 2012

Chem. Commun., 2012,48, 5065-5075

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

K. P. McDonald, Y. Hua, S. Lee and A. H. Flood, Chem. Commun., 2012, 48, 5065 DOI: 10.1039/C2CC17459F

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