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  • Title: Molecular recognition of alkylammonium contact ion-pairs using a ditopic receptor.
    Author: Mahoney JM, Davis JP, Beatty AM, Smith BD.
    Journal: J Org Chem; 2003 Dec 12; 68(25):9819-20. PubMed ID: 14656114.
    Abstract:
    A ditopic, macrobicyclic receptor with adjacent anion and cation binding sites is able to distinguish between various monoalkylammonium salts by binding them as contact ion-pairs. The affinity for linear n-propylammonium chloride is at least 2 orders of magnitude greater than that for n-propylammonium acetate, n-propylammonium p-toluenesulfonate, and branched isopropylammonium chloride. An X-ray structure of the receptor complexed with methylammonium chloride illuminates the basis of the molecular recognition.
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