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Simple acyclic molecules containing a single charge-assisted O-H group can recognize anions in acetonitrile : water mixtures

Goodwin, Rosemary; Blyth, Mitchell; Fung, Alfred; Smith, Leesa; Norcott, Philip; Tanovic, Sara; Coote, Michelle; White, Nicholas


Hydroxypyridinium and hydroxyquinolinium compounds containing acidic O-H groups attached to a cationic aromatic scaffold were synthesized, i.e. N-methyl-3-hydroxypyridinium (1+) and N-methyl-8-hydroxyquinolinium (2+). These very simple compounds are capable of binding to chloride very strongly in CD3CN and with moderate strength in 9 : 1 CD3CN : D2O. Comparison with known association constants reveals that 1+ and 2+ bind chloride in CD3CN or CD3CN : D2O with comparable affinities to receptors...[Show more]

CollectionsANU Research Publications
Date published: 2021-03-28
Type: Journal article
Source: Organic & biomolecular chemistry
DOI: 10.1039/d1ob00282a
Access Rights: Open Access


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