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

Lukas Mikulu, Romana Michalicova, Vivian Iglesias, Mirza A. Yawer, Angel Kaifer, Premysl Lubal, Vladimir Sindelar

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

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.

Original languageEnglish (US)
Pages (from-to)2350-2355
Number of pages6
JournalChemistry - A European Journal
Volume23
Issue number10
DOIs
StatePublished - Feb 16 2017

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Artificial Receptors
Functional materials
Cations
Amino acids
Positive ions
Association reactions
Amino Acids
Water
ferrocene
cucurbit(7)uril

Keywords

  • cage compounds
  • drug delivery
  • macrocycles
  • molecular devices
  • supramolecular chemistry

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Mikulu, L., Michalicova, R., Iglesias, V., Yawer, M. A., Kaifer, A., Lubal, P., & Sindelar, V. (2017). pH Control on the Sequential Uptake and Release of Organic Cations by Cucurbit[7]uril. Chemistry - A European Journal, 23(10), 2350-2355. https://doi.org/10.1002/chem.201604417

pH Control on the Sequential Uptake and Release of Organic Cations by Cucurbit[7]uril. / Mikulu, Lukas; Michalicova, Romana; Iglesias, Vivian; Yawer, Mirza A.; Kaifer, Angel; Lubal, Premysl; Sindelar, Vladimir.

In: Chemistry - A European Journal, Vol. 23, No. 10, 16.02.2017, p. 2350-2355.

Research output: Contribution to journalArticle

Mikulu, L, Michalicova, R, Iglesias, V, Yawer, MA, Kaifer, A, Lubal, P & Sindelar, V 2017, 'pH Control on the Sequential Uptake and Release of Organic Cations by Cucurbit[7]uril', Chemistry - A European Journal, vol. 23, no. 10, pp. 2350-2355. https://doi.org/10.1002/chem.201604417
Mikulu, Lukas ; Michalicova, Romana ; Iglesias, Vivian ; Yawer, Mirza A. ; Kaifer, Angel ; Lubal, Premysl ; Sindelar, Vladimir. / pH Control on the Sequential Uptake and Release of Organic Cations by Cucurbit[7]uril. In: Chemistry - A European Journal. 2017 ; Vol. 23, No. 10. pp. 2350-2355.
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