2021
DOI: 10.26434/chemrxiv.14030342
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Simple Acyclic Molecules Containing a Single Charge-Assisted O–H Group Can Recognize Anions in Acetonitrile:water Mixtures

Abstract: 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 reveal that 1+ and 2+ bind chloride in CD3CN or CD3CN:D2O with comparable affinities to receptors containing significantly… Show more

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