Molecular Recognition of Alkylammonium Contact Ion-Pairs Using a Ditopic Receptor
- 19 November 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 68 (25) , 9819-9820
- https://doi.org/10.1021/jo035270p
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.Keywords
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