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Synthesis, Spectral, Acid-Basic, and Coordination Properties of Bromine- and Methoxy-Substituted Tetraphenylporphyrins

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Abstract

The direct synthesis of symmetrically substituted porphyrins: 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetra(3,5-dibromophenyl) porphyrin and 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetra(3,4,5-trimethoxyphenyl) porphyrin – was proposed. The obtained compounds were identified by electron absorption, 1H NMR spectroscopy and mass spectrometry. The acid-base and coordination properties of 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetra(3,5-dibromophenyl) porphine and 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetra(3,4,5-trimethoxyphenyl) porphine with respect to Zn2+ and Pd2+ ions in acetonitrile at 298–328 K were studied. The effect of substituents in the β-positions and meso-phenyl fragments of the macrocycle on the spectral and coordination properties of the analyzed compounds was revealed. β-Unsubstituted analogs studied earlier were used as objects of comparison.

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Funding

The study was performed using the equipment of “The upper Volga region centre of physico-chemical research.”

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Authors and Affiliations

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

    S. G. Puchovskaya

  2. G. A. Krestov Institute of Solution Chemistry of the Russian Academy of Sciences, 153045, Ivanovo, Russia

    Yu. B. Ivanova, N. V. Chizhova & S. A. Syrbu

Authors
  1. S. G. Puchovskaya
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  2. Yu. B. Ivanova
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  3. N. V. Chizhova
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  4. S. A. Syrbu
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Corresponding author

Correspondence to Yu. B. Ivanova.

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No conflict of interest was declared by the authors.

Additional information

Translated from Zhurnal Obshchei Khimii, 2021, Vol. 91, No. 6, pp. 935–942 https://doi.org/10.31857/S0044460X2106010X.

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Puchovskaya, S.G., Ivanova, Y.B., Chizhova, N.V. et al. Synthesis, Spectral, Acid-Basic, and Coordination Properties of Bromine- and Methoxy-Substituted Tetraphenylporphyrins. Russ J Gen Chem 91, 1050–1056 (2021). https://doi.org/10.1134/S1070363221060104

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