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Decomposition of Octakis(4-tert-butylphenyl)tetrapyrazino­porphyrazine in Organic Proton-Acceptor Media

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Abstract

The properties of octakis(4-tert-butylphenyl)tetrapyrazinoporphyrazine in pyridine have been studied. Acid–base interaction between the partner molecules leads to the formation of a proton-transfer complex. Unlike tert-butylamine and triethylamine, addition of n-butylamine, diethylamine, morpholine, and piperidine promotes decomposition of the proton-transfer complex. The effects of the basicity of the medium, proton-acceptor power, and steric structure of the nitrogen base on the decomposition of tetrapyrazinopor­phyrazine macrocycle have been studied, and a plausible mechanism of the decomposition has been proposed.

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ACKNOWLEDGMENTS

The author thanks Prof. A.S. Semeikin (Organic Chem­istry Department, Ivanovo State University of Chemistry and Technology) for providing a sample of octa­kis(4-tert-butyl­phenyl)tetrapyrazinoporphyrazine.

Funding

This study was performed under financial support by the Ivanovo State University of Chemistry and Technology (project no. 13-ISUCT-21).

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  1. Ivanovo State University of Chemistry and Technology, 153000, Ivanovo, Russia

    O. A. Petrov

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  1. O. A. Petrov
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Correspondence to O. A. Petrov.

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Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 3, pp. 303–310 https://doi.org/10.31857/S0514749222030089.

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Petrov, O.A. Decomposition of Octakis(4-tert-butylphenyl)tetrapyrazino­porphyrazine in Organic Proton-Acceptor Media. Russ J Org Chem 58, 315–321 (2022). https://doi.org/10.1134/S1070428022030083

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