Effect of the Nature of Nitrogen-Containing Organic Base on Destruction of Octa(4-tert-butylphenyl)tetrapyrazinoporphyrazine

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Abstract

The properties of octa(4-tert-butylphenyl)tetrapyrazinoporphyrazine in 2-methylpyridine were studied. During the acid-base interaction of molecules, a kinetically stable complex was formed with proton transfer. The addition of morpholine, piperidine, n-butylamine, and diethylamine to 2-methylpyridine led to the destruction of this complex, unlike the addition of tert-butylamine and triethylamine. The influence of the proton-accepting ability and spatial structure of the nitrogen-containing base, as well as the basicity of the medium, on the process of the tetrapyrazinoporphyrazine macrocycle decomposition was considered, and a destruction scheme was proposed.

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O. A. Petrov

Ivanovo State University of Chemistry and Technology

Author for correspondence.
Email: poa@isuct.ru
ORCID iD: 0000-0003-3424-7135
Russian Federation, Ivanovo, 153000

K. A. Volzhankina

Ivanovo State University of Chemistry and Technology

Email: poa@isuct.ru
ORCID iD: 0009-0009-9355-3600
Russian Federation, Ivanovo, 153000

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Supplementary files

Supplementary Files
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1. JATS XML
2. Scheme 1.

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3. Fig. 1. The electronic absorption spectrum of H2PA(Pyz)4R8 in benzene at 298 K.

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4. Fig. 2. The electronic absorption spectrum of H2PA(Pyz)4R8 in 2-methylpyridine at 298 K.

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5. Fig. 3. Change in the electronic absorption spectrum H2PA(Pyz)4R8*2MePy in the 2-methylpyridine–di- ethylamine system for 65 min at [Et2NH] = 2.41 mol/l at 323 K.

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6. Fig. 4. Change in the electronic absorption spectrum H2PA(Pyz)4R8*2MePy in the 2-methylpyridine–morpholine system for 47 min at cMorph = 2.87 mol/l at 318 K.

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7. Fig. 5. Dependence of lg(c0/c) on the destruction time of the H2PA(Pyz)4R8×2MePy complex in BuNH2(1), Et2NH (2), Morph (3), Pip (4) at T = 298 (3, 4), 318 (1), 323 K (2) and [BuNH2] = 2.53, [Et2NH] = 7.25, [Morph] = 8.61, [Pip] = 2.53 mol/l.

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8. Fig. 6. Dependence of lgkn on lgc0 B Destruction reactions H2PA(Pyz)4R8*2MePy in the presence of BuNH2(1), Et2NH (2), Morph (3), Pip (4) in 2-methylpyridine at T = 298 (1), 303 (2), 308 (3) and 318 K (4).

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