The kinetics of proton transfer from octaphenylsubstituted tetraazaporphyrin to organic bases in benzene

The acid-base interaction of octa(m-trifluoromethylphenyl)tetraazaporphin with pyridine, 2-methylpiridine, morpholine, benzylamine, piperidine, n-butylamine, diethylamine, tert-butylamine, and triethylamine in benzene was studied. It was found that intermolecular transfer of spatially screened NH-group protons from octa(m-trifluoromethylphenyl)tetraazaporphin to morpholine, benzylamine, piperidine, n-butylamine, and tert-butylamine is characterized by unusually low values of rate constants. The effect of the structure of octa(m-trifluoromethylphenyl)tetraazaporphin, octa(n-bromophenyl)tetraazaporphin, octa(n-bromophenyl)tetraazaporphin, and octa(n-nitrophenyl)tetraazaporphin, and the nature of a base on the kinetic parameters of acid-base equilibrium is shown. A structure for complexes with proton transfer of octaphenylsubstituted tetraazaporphirins is suggested. It is revealed that they are subject to decomposition over time with the formation of low molecular colorless products.