STOICHIOMETRY AND FORMATION CONSTANTS OF SIX PAHs WITH γ-CYCLODEXTRIN, DETERMINED BY HPLC USING A CYANO STATIONARY PHASE

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The interaction of γ-cyclodextrin with a series of six polycyclic aromatic hydrocarbons (PAHs) (naphthalene, fluorene, anthracene, phenanthrene, fluoranthene, and pyrene) was studied by high performance liquid chromatography (HPLC), using a cyano bond silica column. In order to assess the retention mechanism, two models were tested. In the first one, the interaction of the CD-PAH complex with the column was neglected, while in the second one the adsorption of this complex was taken into account. For all the PAHs, the stoichiometry of the inclusion complexes between each molecule and the γ-cyclodextrin was found to be 1 : 1 and the formation constants were calculated from the retention data. As well, the thermodynamic parameter variations were obtained using the van't Hoff plots. The enthalpy–entropy compensation was analysed in order to provide further information about the interaction mechanism between the PAHs and the macrocycle.