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Protonation equilibria of (octakis(3-trifluoromethylphenyl)-, (3-trifluoromethylphenoxy)-, and (3,5-di-tert-butylphenoxy)phthalocyaninato) manganese(III) acetate

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Abstract

Acid-base reactions of (octakis(3-trifluoromethylphenyl)phtalocyaninato) manganese(III) acetate (AcO)MnPc(3-CF3Ph)8, (octakis(3-trifluoromethylphenoxy)phtalocyaninato) manganese(III) acetate (AcO)MnPc(3-CF3PhO)8 and (octakis(3,5-di-tert-butylphenoxy) phtalocyaninato) manganese(III) acetate (AcO)MnPc(3,5-di-tBuPhO)8 are studied spectrophotometrically in a trifluoroacetic acid-dichloromethane system by molar ratios method. Protonation of complexes is found to include two reversible stepwise reactions that are bi- and trimolecular. The thermodynamic stability constants of the acid forms and their dependence on the chemical structure of the molecules is determined using data on Hammett’s acidity functions H 0 for a mixed solvent. Substituents 3-CF3Ph, 3-CF3PhO, and 3,5-di-tBuPhO display positive electronic effects with respect to the macrocycle and reaction centers that are enhanced when the second and third proton bond in one stage.

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Authors and Affiliations

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

    E. N. Ovchenkova & T. N. Lomova

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  1. E. N. Ovchenkova
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  2. T. N. Lomova
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Correspondence to T. N. Lomova.

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Original Russian Text © E.N. Ovchenkova, T.N. Lomova, 2015, published in Zhurnal Fizicheskoi Khimii, 2015, Vol. 89, No. 2, pp. 207–213.

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Ovchenkova, E.N., Lomova, T.N. Protonation equilibria of (octakis(3-trifluoromethylphenyl)-, (3-trifluoromethylphenoxy)-, and (3,5-di-tert-butylphenoxy)phthalocyaninato) manganese(III) acetate. Russ. J. Phys. Chem. 89, 190–195 (2015). https://doi.org/10.1134/S0036024415020193

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  • DOI: https://doi.org/10.1134/S0036024415020193

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