Журнал "Макрогетероциклы"

E. V. Guseva,^a@ T. M. Buslaeva,^b E. I. Grishin,^a and T. T. Zinkicheva^a

^aKazan National Research Technological University, 420015 Kazan, Russian Federation

^bMoscow Technological University (Institute of Fine Chemical Technology), 119454 Moscow, Russian Federation

^@Corresponding author E-mail: leylaha@mail.ru

DOI: 10.6060/mhc151081g

Macroheterocycles 2015 8(4) 415-423

Methods of pH-metry and quantum-chemical modeling were used to study the protolytic properties of calix[4]resorcine aminomethylated at the lower rim in H₂O, EtOH, Me₂CO. Preferential protonation of the lower rim amino groups and dissociation of the hydroxyl group of the upper rim that determines its self-association of the type “head to tail” due to electrostatic forces have been shown. Using electron spectroscopy, conductometry and dynamic light scattering it has been found that strong ionizing properties of Me₂CO and H₂O facilitate the formation of two-component assemblies with the participation of solvent molecules. The tendency for the formation of intermolecular hydrogen bonds between the molecules of the solvent promotes the formation of a homogeneous monodisperse environment for EtOH. Non-aqueous medium contributes to the consolidation of associates of aminomethylated calix[4]resorcine.