Abstract <p>The reactions of 2,9,16,23-tetrakis(1<i>H</i>-benzotriazol-1-yl)-3,10,17,24-tetrakis(4-<i>tert</i>-butylphenoxy)­phthalocyanine with pyridine, morpholine, piperidine, benzylamine, <i>n</i>-butylamine, <i>tert</i>-butylamine, diethyl­amine, and triethylamine in benzene have been studied. The acid–base interactions of the title compound with <i>n</i>-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(<i>d</i>,<i>p</i>) method. The reactivity of 2,9,16,23-tetrakis(1<i>H</i>-benzotriazol-1-yl)-3,10,17,24-tetrakis(4-<i>tert</i>-butylphenoxy)phthalocyanine has been found to depend on the proton-acceptor power of the nitrogen base and its steric structure.</p>

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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

  • O. A. Petrov,
  • G. A. Gamov,
  • S. A. Fedulova

摘要

Abstract

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.