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ISSN 1998-9539

Effect of the Structure of the meso-Alkyl Substituent on the Physicochemical and Coordination Properties of the Porphyrin Ligand

S. A. Syrbu,a@ S. G. Pukhovskaya,b Dao The Nam,c Yu. B. Ivanova,a and M. I. Razumovd

aG.A. Krestov Institute of Solutions Chemistry of Russian Academy of Science Russia, 153045 Ivanovo,Russia

bIvanovo State University of Chemistry and Technology, 153000 Ivanovo, Russia

cInstitute of Material Chemistry, Vietnam Academy of Military Science and Technology, Hanoi, Vietnam

dN.S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 117907 Moscow, Russia

@Corresponding author E-mail:


DOI: 10.6060/mhc190557s

Macroheterocycles 2019 12(2) 135-142


The acid-base and coordination properties for the series of meso-alkyl substituted porphyrins were studied spectrophotometrically: 5,10,15,20-tetrabutylporphyrin (H2(n-Bu)4P), 5,10,15,20-tetra-iso-butylporphyrin (H2(i-Bu)4P), 5,10,15,20-tetrakis(tert-butyl)porphyrin (H2(t-BuP)4), 5,10,15,20-tetra(trifluoromethyl)porphine (H2(CF3)4P). The electronic absorption spectra of molecular and ionized forms of meso-substituted porphyrins in acetonitrile, acid constants and basic ionization of the porphyrins were measured. It is shown that a change in the structure of the meso-substituent in the porphyrin macrocycle drastically changes the acid-base and coordination properties of the porphyrin. The analysis of complex formation of the molecular and dianionic forms of the porphyrin with zinc acetate has been made.


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