Pike, SJ; Lavagnini, E; Varley, LM; Cook, JL; Hunter, CA in [Pike, Sarah J.; Lavagnini, Ennio; Hunter, Christopher A.] Univ Cambridge, Dept Chem, Lensfield Rd, Cambridge CB2 1EW, England; [Varley, Lisa M.] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England; [Cook, Joanne L.] Unilever R&D Port Sunlight, Quarry Rd East, Wirral CH63 3JW, Merseyside, England published H-Bond donor parameters for cations in 2019, Cited 70. Product Details of 98-17-9. The Name is 3-(Trifluoromethyl)phenol. Through research, I have a further understanding and discovery of 98-17-9.
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 (a) 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 a 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 a parameter is only 5.0, which is similar to the neutral H-bond donor 3-trifluoromethyl, 4-nitrophenol (a 1/4 5.1). Quaternary ammonium is the weakest H-bond donor investigated with an a value of 2.7, which is comparable to an alcohol. The a parameters for alkali metal cations decrease down the group from 5.0 (Li+) to 3.5 (Cs+).
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Reference:
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