Abstract
The basicity constants of a series of para-substituted tetraphenylporphyrins have been determined by two-phase spectrophotometric titration with pH monitoring in the chloroform-aqueous electrolyte solution system; the pH ranges of prevailing of the dication and the neutral forms of the porphyrins have been estimated. With introducing the donor substituents at the para-position of phenyl fragments of porphyrins, the compound basicity increases. Ionization constant of the pyrrole nitrogen atoms depends on the donor-acceptor properties of the substituents according to the Hammett equation. Basing on the derived dependence, theoretical basicity constants of the para-substituted porphyrins bearing strongly donor groups have been predicted.
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Original Russian Text © A.A. Starikova, A.B. Valiotti, A.A. Pendin, 2014, published in Zhurnal Obshchei Khimii, 2014, Vol. 84, No. 1, pp. 102–107.
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Starikova, A.A., Valiotti, A.B. & Pendin, A.A. Basicity of para-substituted tetraphenylporphyrins studied by two-phase spectropotentiometric titration. Russ J Gen Chem 84, 98–102 (2014). https://doi.org/10.1134/S1070363214010150
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DOI: https://doi.org/10.1134/S1070363214010150