Modulation of Bambusuril Anion Affinity in Water
- 13 June 2017
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 23 (37) , 8963-8968
Abstract
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.Keywords
Funding Information
- Grantová Agentura České Republiky (13-15576S)
- Ministerstvo Školství, Mládeže a Tělovýchovy (LM2011028, LO1214, LM2015043)
This publication has 27 references indexed in Scilit:
- The Hydrophobic Effect Revisited—Studies with Supramolecular Complexes Imply High‐Energy Water as a Noncovalent Driving ForceAngewandte Chemie International Edition, 2014
- Neues zum hydrophoben Effekt – Studien mit supramolekularen Komplexen zeigen hochenergetisches Wasser als nichtkovalente BindungstriebkraftAngewandte Chemie, 2014
- Discovery of a cyclic 6 + 6 hexamer of d-biotin and formaldehydeChemical Science, 2014
- Water-mediated inclusion of benzoates and tosylates inside the bambusuril macrocycleChemical Communications, 2013
- Selective Recognition of Sulfate Anions by a Cyclopeptide-Derived Receptor in Aqueous Phosphate BufferOrganic Letters, 2013
- Hydrophobic Collapse of Foldamer Capsules Drives Picomolar-Level Chloride Binding in Aqueous Acetonitrile SolutionsJournal of the American Chemical Society, 2013
- Anion‐Free Bambus[6]uril and Its Supramolecular PropertiesChemistry – A European Journal, 2011
- Anion recognition in waterChemical Society Reviews, 2010
- Indolocarbazole-Based Foldamers Capable of Binding Halides in WaterJournal of the American Chemical Society, 2008
- A Designed Receptor for pH-Switchable Ion Binding in WaterJournal of the American Chemical Society, 2006