- PII
- 10.31857/S0044453723090157-1
- DOI
- 10.31857/S0044453723090157
- Publication type
- Status
- Published
- Authors
- Volume/ Edition
- Volume 97 / Issue number 9
- Pages
- 1290-1296
- Abstract
- The interaction of tetra-4-(2-methoxyphenoxy)phthalocyanine and tetra-4-(3-methoxyphenoxy)phthalocyanine with pyridine, 2-methylpyridine, morpholine, piperidine, n-butylamine, tert-butylamine, diethylamine, and triethylamine in benzene has been studied. The acid–base reaction involving n-butylamine and piperidine is an unusually slow process, leading to the formation of kinetically stable proton transfer complexes. The structure of these complexes is proposed. The change in the reactivity of tetraphenoxy-substituted phthalocyanines depending on the proton-acceptor ability and spatial structure of the nitrogen-containing base is considered. Pyridine, 2-methylpyridine, and morpholine do not form proton transfer complexes because of their weak basicity. A similar picture is observed in the case of tert-butylamine, diethylamine, and triethylamine, which have a more sterically screened nitrogen atom than that in n-butylamine and, as a result, do not react with tetraphenoxy-substituted phthalocyanines.
- Keywords
- тетра-4(2-метоксифенокси)фталоцианин тетра-4(3-метоксифен-окси)фталоцианин азотсодержащее основание кислотно-основное взаимодействие кинетика реакционная способность комплексы с переносом протонов
- Date of publication
- 12.09.2025
- Year of publication
- 2025
- Number of purchasers
- 0
- Views
- 9
References
- 1. Шапошников Г.П., Кулинич В.П., Майзлиш В.Е. Модифицированные фталоцианины и их структурные аналоги. М.: Красанд, 2012. С. 480.
- 2. Gounden D.I., Van Zyl W.E., Nombona N. // Coord. Chem. Rev. 2020. V. 420. P. 213359.
- 3. Ibrahim-Ouali M., Dumur F. // Molecules. 2019. V. 24. № 7. P. 1412.
- 4. Петров О.А., Кузмина Е.Л., Майзлиш В.Е., Родионов А.В. // Журн. физ. химии. 2014. Т. 88. № 1. С. 11.
- 5. Петров О.А., Осипова Г.В., Майзлиш В.Е. и др. // Журн. орган. химии. 2021. Т. 57. № 9. С. 1281.
- 6. Han Y., Tang D., Wang G. et al. // European Polymer J. 2019. V. 111. P. 104.
- 7. Ayşen Ãgar, Nazan Ocak Ìskeleli // Acta Crystallographica Section E. 2007. E63. P. 712.
- 8. Frisch M.J., Trucks G.W., Schlegel H.D. et al. Gaussian09. Revision A. 02. Wallingsdorf CT: Gaussian Inc. 2016.
- 9. Becke A.D. // Chem. Rhys. 1993. V. 98. P. 5648.
- 10. Rassolov V.A., Ratner M.A., Pople J.A. et al. // Comp. Chem. 2001. V. 22. P. 976.
- 11. Петров О.А. Журн. физ. химии. 2021. Т. 95. № 4. С. 549.
- 12. Stuzhin P., Khelevina O., Berezin B. // Phthalocyanines: Properties and Applicatios. N. Y.: VCH Publ. Inc., 1996. V. 4. P. 23.
- 13. Stuzhin P. A. // J. Porhyrins Phthalocyanines. 2003. V. 7. № 12. P. 813.
- 14. Kokareva E.A., Petrov O.A., Khelevina O.G. // Macroheterocycles. 2009. V. 2. № 2. P. 157.
- 15. Молекулярные взаимодействия / Под ред. Г. Ратайчака, У. Орвилл-Томаса. М.: Мир, 1984. Т. 2. 599 с.
- 16. Zundell G. Hydrogen Bonds with Large Proton Polarizability and Transfer Processes in Electrochemistry and Biology. / Ed. I. Prigogin, S.F. Rise. N. Y.: Wiley and Sons. Inc. 2000. P. 217.
- 17. Березин Д.Б. Макроциклический эффект и структурная химия порфиринов. М.: Красанд, 2010. С. 424.
- 18. CPC Handbook of Chemistry and Physics / Ed. by William. M. Haynes. N. Y. 2013. P. 2668.
- 19. Anet F.A.L., Yavari I. // J. Amer. Chem. Soc. 1977. V. 99. P. 2794.
- 20. Blackburne I.D., Katritzky A.R., Takeuchi Y. // Accounts Chem. Res. 1975. V. 8. P. 300.
