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dc.contributor.authorPike, Sarah J.
dc.contributor.authorHutchinson, J.J.
dc.contributor.authorHunter, C.A.
dc.date.accessioned2020-02-20T09:31:34Z
dc.date.accessioned2020-03-04T12:09:12Z
dc.date.available2020-02-20T09:31:34Z
dc.date.available2020-03-04T12:09:12Z
dc.date.issued2017-05
dc.identifier.citationPike SJ, Hutchinson JJ and Hunter CA (2017) H-bond acceptor parameters for anions. Journal of the American Chemical Society. 139(19): 6700-6706.en_US
dc.identifier.urihttp://hdl.handle.net/10454/17666
dc.descriptionYesen_US
dc.description.abstractUV/vis absorption titrations have been used to investigate the formation of H-bonded complexes between anionic H-bond acceptors (HBAs) and neutral H-bond donors (HBDs) in organic solvents. Complexes formed by three different HBDs with 15 different anions were studied in chloroform and in acetonitrile. The data were used to determine self-consistent HBA parameters (β) for chloride, bromide, iodide, phosphate diester, acetate, benzoate, perrhenate, nitrate, triflimide, perchlorate, hexafluorophosphate, hydrogen sulfate, methyl sulfonate, triflate, and perfluorobutyl sulfonate. The results demonstrate the transferability of H-bond parameters for anions between different solvents and different HBD partners, allowing reliable prediction of anion recognition properties in other scenarios. Carboxylates are the strongest HBAs studied, with β parameters (≈ 15) that are significantly higher than those of neutral organic HBAs, and the non-coordinating anion hexafluorophosphate is the weakest acceptor, with a β parameter comparable to that of pyridine. The effects of ion pairing with the counter-cation were found to be negligible, provided small polar cations were avoided in the less polar solvent (chloroform). There is no correlation between the H-bonding properties of the anions and the pKa values of the conjugate acids.en_US
dc.description.sponsorshipEngineering and Physical Sciences Research Council (EPSRC).en_US
dc.language.isoenen_US
dc.relation.isreferencedbyhttps://doi.org/10.1021/jacs.7b02008en_US
dc.rights© 2017 American Chemical Society. This is an open access article published under a Creative Commons Attribution (CC-BY) License, which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.en_US
dc.subjectH-bonded complexesen_US
dc.subjectAnionic H-bond acceptors (HBAs)en_US
dc.subjectNeutral H-bond donors (HBDs)en_US
dc.subjectAnionsen_US
dc.subjectH-bond parametersen_US
dc.titleH-bond acceptor parameters for anionsen_US
dc.status.refereedYesen_US
dc.date.Accepted2017
dc.date.application2017-05-04
dc.typeArticleen_US
dc.type.versionPublished versionen_US
dc.date.updated2020-02-20T09:31:34Z
refterms.dateFOA2020-03-04T12:09:45Z


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