Chromatographic Assessment of Hydrogen-Bond Donating Ability

Abstract

Generally, hydrogen bonding preferentially occurs between the best donors and best acceptors in the organic solid state. Knowledge of the relative hydrogen-bond acidity and basicity can, therefore, be used in molecular crystal engineering. A liquid chromatography method has been developed to assess the hydrogen-bond acidity of potential hydrogen-bond donors used in cocrystallizations. Hydrogen-bond donor solutes are chromatographed on a poly(vinylpyridine-divinylbenzene) column under two different sets of mobile phase conditions. The relative retention is proportional to the hydrogen-bond acidity of the solute and therefore, provides an a priori measure of the hydrogen-bond acidity of a potential cocrystal component.

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Document Details

Document Type
Technical Report
Publication Date
Apr 22, 1993
Accession Number
ADA265292

Entities

People

  • M. C. Etter
  • P. W. Carr
  • R. Wanke

Organizations

  • University of Minnesota

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  • Aromatic Compounds
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  • Chemistry

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