Aromatic hydrocarbon azulene and its alkyl derivatives undergo reversible protonation in acid s H 2SO 4, H 3PO 4 and HClO 4, containing water. As known these hydrocarbons form the conjugated acids BH + whose equilibrium concentration ratios to those of their free bases “B” are near quadratic dependences from acidity h 0 . This is a peculiarity which indicates azulene to be non-Hammet bases. Protonation mechanism , that remained so far unsolved, explained in this paper with the recently established fact that as the ground state of azulene to be supramolecular dimers but not individual molecules. The primary products of the dimer reactions with protons are unstable intermediate π-complexes being both under the dissociation in the opposite direction, and the attack by protons to split into BH +- cations. The latter produce free active molecules B which are capable to form the dimers BB as well to induce polymerization of azulene .
азулен, супрамолекулярные димеры, механизм протонирования, azulene, supramolecular dimers, the mechanism of protonation
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