Synthesis and spectrophotometry study of the acid-base properties of nitro-substituted 5-phenyl-β-octaalkylporphines
- Authors: Ivanova Y.B.1, Plotnikova A.O.2, Semeikin A.P.2, Lyubimova T.V.1,2, Mamardashvili N.Z.1
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Affiliations:
- Krestov Solution Chemistry
- Research Institute of Macroheterocyclic Chemistry
- Issue: Vol 87, No 8 (2017)
- Pages: 1742-1751
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/220998
- DOI: https://doi.org/10.1134/S1070363217080187
- ID: 220998
Cite item
Abstract
10,15-Dinitro-5-phenyl-2,3,7,8,12,13,17,18-octamethylporphine, 10,15,20-trinitro-5-phenyl-2,3,7,8,12,13,17,18-octamethylporphine, and 10,15,20-trinitro-5-(4-nitrophenyl)-2,3,7,8,12,13,17,18-octamethylporphine were synthesized and identified by electronic absorption, IR, and 1Н NMR spectroscopy. The acid–base properties of the synthesized compounds were studied by spectrophotometric titration in HClO4–acetonitrile and 1,8-diazabicyclo[5.4.0]undec-7-ene–acetonitrile systems at 298 K. Parameters of the electronic absorption spectra and concentration ranges of existence of the mono- and diprotonated, as well as mono- and dideprotonated forms of the corresponding ligands and the acid and base dissociation constants of the latter were determined. Comparative analysis of the effect of nitro groups on the reactivity of the synthesized compounds was performed.
About the authors
Yu. B. Ivanova
Krestov Solution Chemistry
Author for correspondence.
Email: jjiv@yandex.ru
Russian Federation, ul. Akademicheskaya 1, Ivanovo, 153045
A. O. Plotnikova
Research Institute of Macroheterocyclic Chemistry
Email: jjiv@yandex.ru
Russian Federation, Ivanovo
A. P. Semeikin
Research Institute of Macroheterocyclic Chemistry
Email: jjiv@yandex.ru
Russian Federation, Ivanovo
T. V. Lyubimova
Krestov Solution Chemistry; Research Institute of Macroheterocyclic Chemistry
Email: jjiv@yandex.ru
Russian Federation, ul. Akademicheskaya 1, Ivanovo, 153045; Ivanovo
N. Zh. Mamardashvili
Krestov Solution Chemistry
Email: jjiv@yandex.ru
Russian Federation, ul. Akademicheskaya 1, Ivanovo, 153045