Modeling of the Aniline with Nitrobenzene Reaction by PM6 Method

Modeling of the aniline with nitrobenzene reaction was carried out by PM6 method with tetramethylammonium hydroxide. Calculated data prove that the stage of transfer of hydride ion from the p-σ-complex to the acceptor, i.e. nitrobenzene or 4- nitrodiphenylamine determines the rate of aniline with nitrobenzene condensation. Herein, intermolecular transfer mechanism that has lower activation energy is the most likely one if compared with intramolecular mechanism. It is shown that tetramethylammonium cation can form ionic and ion-dipole complexes with the components of the reaction mixture and its field influences the distribution of electron density in the reactants and their reactivity.