Effect of the Nature of Nitrogen-Containing Organic Base on Destruction of Octa(4-tert-butylphenyl)tetrapyrazinoporphyrazine

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Resumo

The properties of octa(4-tert-butylphenyl)tetrapyrazinoporphyrazine in 2-methylpyridine were studied. During the acid-base interaction of molecules, a kinetically stable complex was formed with proton transfer. The addition of morpholine, piperidine, n-butylamine, and diethylamine to 2-methylpyridine led to the destruction of this complex, unlike the addition of tert-butylamine and triethylamine. The influence of the proton-accepting ability and spatial structure of the nitrogen-containing base, as well as the basicity of the medium, on the process of the tetrapyrazinoporphyrazine macrocycle decomposition was considered, and a destruction scheme was proposed.

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Sobre autores

O. Petrov

Ivanovo State University of Chemistry and Technology

Autor responsável pela correspondência
Email: poa@isuct.ru
ORCID ID: 0000-0003-3424-7135
Rússia, Ivanovo, 153000

K. Volzhankina

Ivanovo State University of Chemistry and Technology

Email: poa@isuct.ru
ORCID ID: 0009-0009-9355-3600
Rússia, Ivanovo, 153000

Bibliografia

  1. Novakova V., Donzello M.P., Ercolani C., Zimcik P., Stuzhin P. // Coord. Chem. Rev. 2018. Vol. 361. Р. 1. doi: 10.1016/j.ccr.2018.01.015
  2. Петров О.А. // Изв. АН. Сер. хим. 2022. Т. 71. С. 613; Petrov O.A. // Russ. Chem. Bull. 2022. Vol. 71. P. 613. doi: 10.1007/S11172-022-34-59-5
  3. Петров О.А.// ЖФХ. 2022. Т. 96. № 3. С. 324; Petrov O.A. // Russ. J. Phys. Chem. (A). 2022. Vol. 96. N 3. P. 470. doi: 10.31857/S0044453722030207
  4. Петров О.А. // ЖОрХ. 2022. Т. 58. № 3. С. 303; Petrov O.A. // Russ. J. Org. Chem. 2022. Vol. 58. N 3. P. 315. doi: 10.31857/S05147492220300
  5. Donzello M.P., Ou Z., Monacelli F., Ricciardi G., Rizzoli C., Ercolani C., Kadish K.M. // Inorg. Chem. 2004. Vol. 43. N 7. P. 8626. doi: 10.1021/ic048909w
  6. Молекулярные взаимодействия / Под ред. Г. Ратайчак, У. Орвилл-Томаса. М.: Мир, 1984. 599 с.
  7. Zundell G. Hydrogen Bonds with Large Proton Polarizability and Transfer Processes in Electrochemistry and Biology / Eds I. Prigogin, S.F. Rise. New York: Willy and Sons Inc., 2000. 217 p.
  8. Райхардт К. Растворители и эффекты среды в органической химии. М.: Мир, 1991.764 с.
  9. The Hadbook of Chemistry and Physics / Ed. W.M. Haynes. Boca Raton; London; New York: Taylor and Francis, 2013. 2668 p.
  10. Stuzhin P.A. // J. Porph. Phthal. 2003. Vol. 7. P. 813. doi: 10.1142/s1088424603001014
  11. Фиалков Ю.Я. // Растворители как средство управления химическим процессом. Л.: Химия, 1990. 237 с.
  12. Blackburne I.D., Katritzky A.R., Takeuchi Y. // Acc. Chem. Res. 1975. Vol. 8. P. 300. doi: 10.1021/ar50093a003
  13. Anet F.A.L., Yavari I. // J. Am. Chem. Soc. 1977. Vol. 99. P. 2794. doi: 10.1021/ja00450a064
  14. Иванова Ю.Б., Дмитриева О.А., Хрушкова Ю.В., Любимова Т.В., Семейкин А.С., Мамардашвили Н.Ж. // ЖОХ. 2020. Т. 90. № 4. С. 760; Ivanova Yu.B., Dmitrieva O.A., Khrushkova Yu.B., Lyubimova T.V., Semeikin A.S., Mamardashvili N.Z. // Russ. J. Gen. Chem. 2020. Vol. 90. N 4. P. 817. doi: 10.31857//S0044460Х20050157

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2. Scheme 1.

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3. Fig. 1. The electronic absorption spectrum of H2PA(Pyz)4R8 in benzene at 298 K.

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4. Fig. 2. The electronic absorption spectrum of H2PA(Pyz)4R8 in 2-methylpyridine at 298 K.

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5. Fig. 3. Change in the electronic absorption spectrum H2PA(Pyz)4R8*2MePy in the 2-methylpyridine–di- ethylamine system for 65 min at [Et2NH] = 2.41 mol/l at 323 K.

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6. Fig. 4. Change in the electronic absorption spectrum H2PA(Pyz)4R8*2MePy in the 2-methylpyridine–morpholine system for 47 min at cMorph = 2.87 mol/l at 318 K.

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7. Fig. 5. Dependence of lg(c0/c) on the destruction time of the H2PA(Pyz)4R8×2MePy complex in BuNH2(1), Et2NH (2), Morph (3), Pip (4) at T = 298 (3, 4), 318 (1), 323 K (2) and [BuNH2] = 2.53, [Et2NH] = 7.25, [Morph] = 8.61, [Pip] = 2.53 mol/l.

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8. Fig. 6. Dependence of lgkn on lgc0 B Destruction reactions H2PA(Pyz)4R8*2MePy in the presence of BuNH2(1), Et2NH (2), Morph (3), Pip (4) in 2-methylpyridine at T = 298 (1), 303 (2), 308 (3) and 318 K (4).

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