Neutral and negatively charged anion receptors functioning in pure water are rare in supramolecular chemistry. Moreover, studies on adjusting the affinity of such receptors toward anions in water are absent from the literature. Two new bambusurils, 1 a and 2 a, were prepared to demonstrate that the affinity of bambusurils towards anions can be altered by the length of carboxyalkyl groups attached to the macrocycles. The stability of the bambusuril complexes was further controlled by the pH value. The crystal structure of bambusuril 1 a was described, in which two carboxyalkyl arms fold into the macrocycle cavity, thus forming the intramolecular self-inclusion complex.
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http://dx.doi.org/10.1002/chem.201701316 | DOI Listing |
Angew Chem Int Ed Engl
January 2024
Department of Chemistry, Faculty of Science, Masaryk University, 625 00, Brno, Czech Republic.
Inspired by nature, artificial hydrogen bond-based anion receptors have been developed to achieve high anion selectivity; however, their binding affinity is usually low. The potency of these receptors is usually increased by the introduction of aryl substituents, which withdraw electrons from their binding site through the resonance effect. Here, we show that the polarization of the C(sp )-H binding site of bambusuril receptors, and thus their potency to bind anions, can be modulated by the inductive effect.
View Article and Find Full Text PDFChemistry
July 2017
Department of Chemistry, Masaryk University, Faculty of Science, Kamenice 5, 625 00, Brno, Czech Republic.
Neutral and negatively charged anion receptors functioning in pure water are rare in supramolecular chemistry. Moreover, studies on adjusting the affinity of such receptors toward anions in water are absent from the literature. Two new bambusurils, 1 a and 2 a, were prepared to demonstrate that the affinity of bambusurils towards anions can be altered by the length of carboxyalkyl groups attached to the macrocycles.
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