H-bond donor parameters for cations
dc.contributor.author | Pike, Sarah J. | |
dc.contributor.author | Lavagnini, E. | |
dc.contributor.author | Varley, L.M. | |
dc.contributor.author | Cook, J.L. | |
dc.contributor.author | Hunter, C.A. | |
dc.date.accessioned | 2020-02-20T09:30:42Z | |
dc.date.accessioned | 2020-03-05T11:20:08Z | |
dc.date.available | 2020-02-20T09:30:42Z | |
dc.date.available | 2020-03-05T11:20:08Z | |
dc.date.issued | 2019 | |
dc.identifier.citation | Pike SJ, Lavagnini E, Varley LM et al(2019) H-bond donor parameters for cations. Chemical Science. 10: 5943-5951. | en_US |
dc.identifier.uri | http://hdl.handle.net/10454/17670 | |
dc.description | Yes | en_US |
dc.description.abstract | UV/Vis absorption and NMR spectroscopy titrations have been used to investigate the formation of complexes between cations and neutral H-bond acceptors in organic solvents. Complexes formed by two different H-bond acceptors with fifteen different cations were studied in acetone and in acetonitrile. The effects of water and ion pairing with the counter-anion were found to be negligible in the two polar solvents employed for this study. The data were used to determine self-consistent H-bond donor parameters (α) for a series of organic and inorganic cations; guanidinium, primary, tertiary and quaternary ammonium, imidazolium, methylpyridinium, lithium, sodium, potassium, rubidium and caesium. The results demonstrate the transferability of α parameters for cations between different solvents and different H-bond acceptor partners, allowing reliable prediction of cation recognition properties in different environments. Lithium and protonated nitrogen cations form the most stable complexes, but the α parameter is only 5.0, which is similar to the neutral H-bond donor 3-trifluoromethyl, 4-nitrophenol (α = 5.1). Quaternary ammonium is the weakest H-bond donor investigated with an α value of 2.7, which is comparable to an alcohol. The α parameters for alkali metal cations decrease down the group from 5.0 (Li+) to 3.5 (Cs+). | en_US |
dc.description.sponsorship | Financial support from the Engineering and Physical Sciences Research Council (EP/K025627/2) and Unilever | en_US |
dc.language.iso | en | en_US |
dc.relation.isreferencedby | https://doi.org/10.1039/C9SC00721K | en_US |
dc.rights | © 2019 Royal Society of Chemistry. This work is licensed under a Creative Commons Attribution 4.0 International License. http://creativecommons.org/licenses/by/4.0/ | en_US |
dc.subject | H-bonds | en_US |
dc.subject | Cations | en_US |
dc.title | H-bond donor parameters for cations | en_US |
dc.status.refereed | Yes | en_US |
dc.date.Accepted | 2019-05-01 | |
dc.type | Article | en_US |
dc.type.version | Published version | en_US |
dc.date.updated | 2020-02-20T09:30:51Z | |
refterms.dateFOA | 2020-03-05T11:22:31Z |