Abstract
The state of tetra(1,2,5-selenodiazolo)porphyrazine in proton-acceptor media of different basicities is studied. It is shown that porphyrazine with selenodiazole rings forms a proton-stable complex with proton transfer in dimethylsulfoxide. Addition of nitrogen-containing bases into dimethylsulfoxide destabilizes this complex, with subsequent destruction of the porphyrazine macrocycle. It is found that the kinetic parameters of the process depend on the pKa values of the base, and on the spatial screening of the nitrogen atom in the composition of the molecule.
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REFERENCES
V. Novakova, P. A. Donzello, C. Ercolani, et al., Coord. Chem. Rev. 361, 73 (2018).
The Porphyrins Handbook. Phthalocyanines: Properties and Materials, Ed. by K. M. Kadish, M. K. Smith, and R. Guilard (Academic, London, New York etc., 2003), Vol. 17.
O. A. Petrov, Russ. J. Gen. Chem. 83, 762 (2013).
O. A. Petrov, Russ. J. Gen. Chem. 83, 1136 (2013).
O. A. Petrov, G. V. Osipova, and O. V. Gornukhina, Russ. J. Phys. Chem. A 91, 476 (2017).
O. A. Petrov, A. N. Kiselev, and S. A. Syrbu, Ross. Khim. Zh. 60, 89 (2016).
O. A. Petrov, A. N. Kiselev, Z. A. Teletskii, and A. O. Belyaeva, Russ. J. Gen. Chem. 89, 429 (2019).
E. Bauer, C. Ercolani, P. Galli, I. Popkova, and P. Stuzhin, J. Pophyr. Phthalocyan. 3, 371 (1999).
L. Tietze and T. Eicher, Reactions and Syntheses: In the Organic Chemistry Laboratory (Wiley-VCH, Weinhem, 2015).
M. J. Frisch, G. W. Trucks, H. B. Schlegel, et al., Gaussian09, Rev. A.02 (Gaussian Inc., Wallingford, CT, 2016).
J. J. P. Stewart, J. Mol. Model 13, 1173 (2007).
The Porphyrins Handbook. Phthalocyanines: Synthesis, Ed. by K. M. Kadish, M. K. Smith, and R. Guilard (Academic, London, New York etc., 2003), Vol. 15.
E. A. Kokareva, O. A. Petrov, and O. G. Khelevina, Russ. J. Gen. Chem. 79, 2440 (2009).
P. M. Donzello, C. Ercolani, V. Novakova, et al., Coord. Chem. Rev. 309, 107 (2016).
CRC Handbook of Chemistry and Physics, Ed. by W. M. Haynes (Taylor and Francis, New York, 2013).
P. J. Crowley, G. A. Morris, and M. J. T. Robinson, Tetrahedron. Lett. 36, 3575 (1976).
I. Blackburne, A. R. Katritzky, and Y. Takeuchi, Accounts. Chem. Res. 8, 3575 (1975).
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Petrov, O.A., Aganicheva, K.A., Gamov, G.A. et al. Kinetic Features of Tetra(1,2,5-selenodiazolo)porphyrazine Destruction in Proton-Acceptor Media. Russ. J. Phys. Chem. 94, 1843–1847 (2020). https://doi.org/10.1134/S0036024420090228
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DOI: https://doi.org/10.1134/S0036024420090228