Intermolecular Interactions in Water-Acetonitrile Solutions of Quinoline

The structure of water-acetonitrile solutions of derivatives of quinoline and tetrahydroquinoline is investigated by means of ab initio molecular dynamics. It is shown that the propensity of molecules to form different types of hydrogen bonds depends largely on both the nature of the functional groups and on steric factors. When porous graphitic carbon is used as a sorbent, a linear correlation is observed between the fraction of configurations with hydrogen bonds and the logarithm of the retention factor under conditions of reverse-phase liquid chromatography.