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Hydrogen-bonded host–guest systems are stable in ionic liquids
IMDEA Nanociencia, Spain.
RISE Research Institutes of Sweden, Bioeconomy and Health, Chemical Process and Pharmaceutical Development.ORCID iD: 0000-0002-0790-194x
IMDEA Nanociencia, Spain.
IMDEA Nanociencia, Spain.
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2020 (English)In: Scientific Reports, E-ISSN 2045-2322, Vol. 10, article id 15414Article in journal (Refereed) Published
Abstract [en]

We show that H-bonded host–guest systems associate in ionic liquids (ILs), pure salts with melting point below room temperature, in which dipole–dipole electrostatic interactions should be negligible in comparison with dipole-charge interactions. Binding constants (Ka) obtained from titrations of four H-bonded host–guest systems in two organic solvents and two ionic liquids yield smaller yet comparable Ka values in ionic liquids than in organic solvents. We also detect the association event using force spectroscopy, which confirms that the binding is not solely due to (de)solvation processes. Our results indicate that classic H-bonded host–guest supramolecular chemistry takes place in ILs. This implies that strong H-bonds are only moderately affected by surroundings composed entirely of charges, which can be interpreted as an indication that the balance of Coulombic to covalent forces in strong H-bonds is not tipped towards the former. © 2020, The Author(s).

Place, publisher, year, edition, pages
Nature Research , 2020. Vol. 10, article id 15414
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Natural Sciences
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URN: urn:nbn:se:ri:diva-48923DOI: 10.1038/s41598-020-71803-3Scopus ID: 2-s2.0-85091293549OAI: oai:DiVA.org:ri-48923DiVA, id: diva2:1476418
Note

Funding details: VetenskapsrÃ¥det, VR, 2014-4694; Funding details: European Commission, EC; Funding details: 307609, MSCA-IF 746579; Funding details: Knut och Alice Wallenbergs Stiftelse, KAW2012.0078; Funding details: Ministerio de Economía y Competitividad, MINECO, FJCI-2015-23531, CTQ2014-60541-P, CTQ2017-86060-P; Funding details: Comunidad de Madrid, 2017-T1/IND-5562, S2013/MIT-3007; Funding details: Ministerio de Economía y Competitividad, MINECO, SEV-2016-0686; Funding text 1: We acknowledge funding for the European Union (ERC-StG-MINT 307609 and MSCA-IF 746579), the Min-isterio de Economía y Competitividad (CTQ2014-60541-P, CTQ2017-86060-P and FJCI-2015-23531), and the Comunidad de Madrid (MAD2D-CM program S2013/MIT-3007 and Programa de Atracción del Talento Inves-tigador de la Comunidad de Madrid 2017-T1/IND-5562). IMDEA Nanociencia acknowledges support from the “Severo Ochoa” Programme for Centres of Excellence in R&D (MINECO, Grant SEV-2016-0686). The Knut and Alice Wallenberg Foundation (Project number: KAW2012.0078) and the Swedish Research Council (Project number: 2014-4694) are gratefully acknowledged for their financial support.

Available from: 2020-10-14 Created: 2020-10-14 Last updated: 2023-05-25Bibliographically approved

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Álvarez-Asencio, RubenRutland, Mark W.

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