Basicity of Highly Substituted β-Octaalkyl-meso-aryl- and -meso-thienyl Porphyrins
- Authors: Klyueva M.E.1, Lomova T.N.2, Nikitin A.A.3
-
Affiliations:
- Ivanovo State Medical Academy
- Krestov Institute of Solution Chemistry
- Ivanovo State University of Chemistry and Technology
- Issue: Vol 54, No 10 (2018)
- Pages: 1553-1558
- Section: Article
- URL: https://journal-vniispk.ru/1070-4280/article/view/219296
- DOI: https://doi.org/10.1134/S1070428018100184
- ID: 219296
Cite item
Abstract
5-Phenyl-, 5,15-diphenyl-5,15-di(thiophen-2-yl)-, and 5,10,15,20-tetraphenyloctaalkyl-21H,23H-porphyrins in benzene–acetic acid mixtures are moderate bases (pK–0.27 to–2.48). There is no simple correlation between the basicity constants and any electronic or geometric structure parameter of their molecules due to the contributions of three factors to the basicity: distortion of the planar structure in highly substituted macrocycles and their protonated forms, positive charge delocalization over the conjugated bond system, and electronic effects of substituents.
About the authors
M. E. Klyueva
Ivanovo State Medical Academy
Email: tnl@isc-ras.ru
Russian Federation, Sheremetevskii pr. 8, Ivanovo, 153012
T. N. Lomova
Krestov Institute of Solution Chemistry
Author for correspondence.
Email: tnl@isc-ras.ru
Russian Federation, ul. Akademicheskaya 1, Ivanovo, 153045
A. A. Nikitin
Ivanovo State University of Chemistry and Technology
Email: tnl@isc-ras.ru
Russian Federation, Sheremetevskii pr. 7, Ivanovo, 153000
Supplementary files
