Publication details

pH Control on the Sequential Uptake and Release of Organic Cations by Cucurbit[7]uril

Authors

MIKULŮ Lukáš MICHALICOVÁ Romana IGLESIAS Vivian YAWER Mirza Arfan KAIFER Angel LUBAL Přemysl ŠINDELÁŘ Vladimír

Year of publication 2017
Type Article in Periodical
Magazine / Source Chemistry - A European Journal
MU Faculty or unit

Faculty of Science

Citation
Web http://onlinelibrary.wiley.com/doi/10.1002/chem.201604417/abstract
Doi http://dx.doi.org/10.1002/chem.201604417
Field Organic chemistry
Keywords cage compounds; drug delivery; macrocycles; molecular devices; supramolecular chemistry
Description Cucurbit[7]uril (CB7) is a macrocycle with the ability to form the most stable supramolecular complexes in water ever reported for an artificial receptor. Its use for the design of advanced functional materials is, however, very limited because there is no example of a fully reversible CB7 based supramolecular complex enabling repetitious dissociation/ association controlled by external stimuli. We report the synthesis of a new ferrocene amino acid that forms with CB7 a 1:1 inclusion complex that is stable in submicromolar concentration at low pH but dissociates at high pH. This reversible process was used for the sequential uptake and release of bispyridinium and antraquinone guests by CB7, which is controlled by adjusting the pH of the solution.
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