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Gámez F, Hortal AR, Hurtado P, et al. Binding Selectivity of Macrocycle Ionophores in Ionic Liquids versus Aqueous Solution and Solvent-free Conditions. Chemphyschem. 2015;16(17):3672-80doi: 10.1002/cphc.201500477.
Gámez, F., Hortal, A. R., Hurtado, P., Avilés-Moreno, J. R., Hamad, S., & Martínez-Haya, B. (2015). Binding Selectivity of Macrocycle Ionophores in Ionic Liquids versus Aqueous Solution and Solvent-free Conditions. Chemphyschem : a European journal of chemical physics and physical chemistry, 16(17), 3672-80. https://doi.org/10.1002/cphc.201500477
Gámez, Francisco, et al. "Binding Selectivity of Macrocycle Ionophores in Ionic Liquids versus Aqueous Solution and Solvent-free Conditions." Chemphyschem : a European journal of chemical physics and physical chemistry vol. 16,17 (2015): 3672-80. doi: https://doi.org/10.1002/cphc.201500477
Gámez F, Hortal AR, Hurtado P, Avilés-Moreno JR, Hamad S, Martínez-Haya B. Binding Selectivity of Macrocycle Ionophores in Ionic Liquids versus Aqueous Solution and Solvent-free Conditions. Chemphyschem. 2015 Dec 01;16(17):3672-80. doi: 10.1002/cphc.201500477. Epub 2015 Sep 30. PMID: 26346407.
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Chemphyschem. 2015 Dec 01;16(17):3672-80. doi: 10.1002/cphc.201500477. Epub 2015 Sep 30.

Binding Selectivity of Macrocycle Ionophores in Ionic Liquids versus Aqueous Solution and Solvent-free Conditions.

Chemphyschem : a European journal of chemical physics and physical chemistry

Francisco Gámez, Ana R Hortal, Paola Hurtado, Juan R Avilés-Moreno, Said Hamad, Bruno Martínez-Haya

Affiliations

  1. Department of Physical, Chemical and Natural Systems, Universidad Pablo de Olavide, 41013, Seville, Spain.
  2. Department of Physical, Chemical and Natural Systems, Universidad Pablo de Olavide, 41013, Seville, Spain. [email protected].

PMID: 26346407 DOI: 10.1002/cphc.201500477

Abstract

The understanding of supramolecular recognition in room-temperature ionic liquids (RTILs) is key to develop the full potential of these materials. In this work, we provide insights into the selectivity of the binding of alkali metal cations by standard cyclodextrin and calixarene macrocycles in RTILs. A direct laser desorption/ionization mass spectrometry approach is employed to determine the relative abundances of the inclusion complexes formed through competitive binding in RTIL solutions. The results are compared with the binding selectivities measured under solvent-free conditions and in water/methanol solutions. Cyclodextrins and calixarenes in which the peripheral OH groups are substituted by bulkier side groups preferentially bind to Cs(+) . Such specific ionophoric behavior is substantially enhanced by solvation effects in the RTIL. This finding is rationalized with the aid of quantum mechanical calculations, in terms of the conformational features and steric interactions that drive the solvation of the inclusion complexes by the bulky RTIL counterions.

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: calixarenes; cyclodextrins; ionic liquids; macrocycles; supramolecular chemistry

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