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Issue 94, 2018
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Conformationally flexible arylethynyl bis-urea receptors bind disparate oxoanions with similar, high affinities

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Abstract

Conformationally flexible hosts with relatively small binding pockets are seldom shown to bind oxoanions preferentially over other guests. Herein, we disclose the binding of diprotic, monoprotic, and aprotic tetrahedral oxoanions with three different pyridylethynyl bis-urea scaffolds. In less polar solvent, the trend in association constants appears to be heavily influenced by solvation and entropic effects. However, in a more polar solvent, the trend in association constants matches that of the pKa of the conjugate acid of the anionic guest, as expected for H-bond donating hosts.

Graphical abstract: Conformationally flexible arylethynyl bis-urea receptors bind disparate oxoanions with similar, high affinities

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Publication details

The article was received on 07 Sep 2018, accepted on 26 Sep 2018 and first published on 28 Sep 2018


Article type: Communication
DOI: 10.1039/C8CC07301E
Citation: Chem. Commun., 2018,54, 13208-13211
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    Conformationally flexible arylethynyl bis-urea receptors bind disparate oxoanions with similar, high affinities

    L. M. Eytel, A. C. Brueckner, J. A. Lohrman, M. M. Haley, P. H.-Y. Cheong and D. W. Johnson, Chem. Commun., 2018, 54, 13208
    DOI: 10.1039/C8CC07301E

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