Ionization of cucurbiturils as a pathway to more stable host-guest complexes

Ionization of cucurbiturils as a pathway to more stable host-guest complexes

Author Chaban, Vitaly V. Autor UNIFESP Google Scholar
Fileti, Eudes Eterno Autor UNIFESP Google Scholar
Malaspina, Thaciana Autor UNIFESP Google Scholar
Abstract Cucurbiturils are particularly interesting to chemists, because these macrocyclic molecules are suitable hosts for many neutral and cationic species. Allegedly, the host-guest binding originates from hydrophobic effects and ion-dipole interactions in the case of cationic guests. An elementary unit of cucurbiturils (glycoluril unit) consists of two fused imidazole rings. Each of these rings can be ionized. We report ionized cucurbiturils and discuss their binding to C-60 fullerene using an electronic-structure approach. We assert that the ionization of cucurbiturils fosters C-60- cucurbituril binding due to significant polarization of electron density in C-60. Our results suggest a previously unexplored pathway to additionally increase stability of the host-guest complexes. (C) 2016 Elsevier B.V. All rights reserved.
Keywords Ions
Cucurbiturils
Fullerene
Density functional theory
Thermodynamics
Electronic structure
xmlui.dri2xhtml.METS-1.0.item-coverage Amsterdam
Language English
Date 2016
Published in Computational And Theoretical Chemistry. Amsterdam, v. 1083, p. 7-11, 2016.
ISSN 2210-271X (Sherpa/Romeo, impact factor)
Publisher Elsevier Science Bv
Extent 7-11
Origin http://dx.doi.org/10.1016/j.comptc.2016.02.020
Access rights Closed access
Type Article
Web of Science ID WOS:000374427000002
URI https://repositorio.unifesp.br/handle/11600/55985

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