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Synthesis and spectrophotometric study of deprotonation of octamethylporphyrin derivatives with 1,8-diazabicyclo[5.4.0]undec-7-ene in acetonitrile

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Abstract

Acidic properties of synthesized 5,10,15,20-tetrakis(4′-tert-butylphenyl)-2,3,7,8,12,13,17,18-octamethylporphyrin and 5,10,15,20-tetrakis(3′,5′-di-tert-butylphenyl)-2,3,7,8,12,13,17,18-octamethylporphyrin have been studied by spectrophotometry. Deprotonation of the intracyclic nitrogen atoms with 1.8-diazabicyclo [5.4.0]undec-7-ene in acetonitrile occurs in two steps. Deprotonation constants and ranges of the porphyrinsanionic forms existence have been determined, and influence of the peripheral substituents on acidic properties of the macrocyclic ligand has been elucidated.

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Authors and Affiliations

  1. Krestov Institute of Solution Chemistry, Russian Academy of Sciences, ul. Akademicheskaya 1, Ivanovo, 153045, Russia

    Yu. B. Ivanova & N. Zh. Mamardashvili

  2. Ivanovo State University of Chemical Technology, Ivanovo, Russia

    Dao The Nam, A. V. Glazunov, A. S. Semeykin & S. G. Pukhovskaya

Authors
  1. Yu. B. Ivanova
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  2. Dao The Nam
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  3. A. V. Glazunov
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  4. A. S. Semeykin
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  5. S. G. Pukhovskaya
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  6. N. Zh. Mamardashvili
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Correspondence to Yu. B. Ivanova.

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Original Russian Text © Yu.B. Ivanova, Dao The Nam, A.V. Glazunov, A.S. Semeykin, S.G. Pukhovskaya, N.Zh. Mamardashvili, 2014, published in Zhurnal Obshchei Khimii, 2014, Vol. 84, No. 1, pp. 108–113.

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Ivanova, Y.B., Nam, D.T., Glazunov, A.V. et al. Synthesis and spectrophotometric study of deprotonation of octamethylporphyrin derivatives with 1,8-diazabicyclo[5.4.0]undec-7-ene in acetonitrile. Russ J Gen Chem 84, 103–107 (2014). https://doi.org/10.1134/S1070363214010162

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  • DOI: https://doi.org/10.1134/S1070363214010162

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