Reactivity of 2,9,16,23-Tetrakis(1H-benzotriazol-1-yl)-3,10,17,24-tetrakis(4-tert-butylphenoxy)phthalocyanine in Acid–Base Interactions with Nitrogen-Containing Organic Bases in Benzene

The reactions of 2,9,16,23-tetrakis(1H-benzotriazol-1-yl)-3,10,17,24-tetrakis(4-tert-butylphenoxy)­phthalocyanine with pyridine, morpholine, piperidine, benzylamine, n-butylamine, tert-butylamine, diethyl­amine, and triethylamine in benzene have been studied. The acid–base interactions of the title compound with n-butylamine and piperidine are classed with rarely observed slow processes leading to the formation of kinetically stable proton-transfer complexes. Geometry optimization of these complexes has been performed by the B3LYP/6-31+G(d,p) method. The reactivity of 2,9,16,23-tetrakis(1H-benzotriazol-1-yl)-3,10,17,24-tetrakis(4-tert-butylphenoxy)phthalocyanine has been found to depend on the proton-acceptor power of the nitrogen base and its steric structure.