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ATROPOISOMERIZATION OF 5,10,15,20-TETRAKIS-(3-N-METHYLPYRIDYL)-PORPHYRIN

Abstract

The spectral properties of the 5,10,15,20-tetrakis-(3-N-methylpyridyl)-porphyrin were studied in the water solution and the temporal evolution of absorption spectra was revealed. The origin of the spectral changes was found to be due to the solution heterogeneity which is based on the coexistence of atropoisomers. These atropoisomers differ in their pyridyl groups, positioning relative to the mean plane of the tetrapyrrolic macrocycle due to an unrestricted rotation of substituents around the Сm–С1 bond. The observed spectral changes are shown to reflect the redistribution of the atropoisomer concentrations after establishing the equilibrium distribution that is over approximately within 300 hours after the preparation of a solution at a temperature of 290 ± 2 K. The atropoisomerization is suggested to be the inherent property of all 5,10,15,20-tetraarylporphyrins with an asymmetric substitution of aryl groups with respect to the axis passing through the Сm–С1 bond. The prospects for the practical applications of the revealed phenomenon are discussed. 

About the Authors

L. S. Liulkovich
Belarusian State Technological University, Minsk
Belarus

student

13a, Sverdlov Str., 220006



S. G. Pukhovskaya
Ivanovo State University of Chemistry and Technology, Ivanovo
Russian Federation

D. Sc. (Chemistry), Professor

7, F. Engels Ave., 153000



Yu. B. Ivanova
G. A. Krestov Institute of Solution Chemistry of Russian Academy of Sciences, Ivanovo
Russian Federation

Ph. D. (Chemistry), Leading researcher

1, Akademicheskaya Str., 153045



A. S. Semeikin
Ivanovo State University of Chemistry and Technology, Ivanovo
Russian Federation

D. Sc. (Chemistry), Chief researcher, Professor

7, F. Engels Ave., 153000



M. M. Kruk
Belarusian State Technological University, Minsk
Belarus

D. Sc. (Physics and Mathematics), Head of the Department, Assistant professor

13a, Sverdlov Str., 220006



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