Electrochemical Behavior of a Gold Electrode in the Aqueous Potassium Salt of Bridging 1,2,4,5-Tetraoxane

Cover Page

Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription or Fee Access

Abstract

The behavior of a smooth gold electrode in aqueous solutions of the potassium salt of bridging 1,2,4,5-tetraoxane containing a biperoxide cyclic fragment was studied by cyclic voltammetry. The cathode process was analyzed in detail. It was shown that the process involves four electrons. The products of electrolysis of the potassium salt were studied, and a reaction mechanism was proposed.

About the authors

M. V. Polyakov

Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences

Email: SatPolyak@yandex.ru
119991, Moscow, Russia

M. D. Vedenyapina

Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences

Email: kuznvv@yandex.ru
119991, Moscow, Russia

A. M. Skundin

Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences

Email: kuznvv@yandex.ru
119991, Moscow, Russia

I. A. Yaremenko

Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences

Email: kuznvv@yandex.ru
119991, Moscow, Russia

P. S. Radulov

Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences

Email: kuznvv@yandex.ru
119991, Moscow, Russia

V. V. Kuznetsov

Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: kuznvv@yandex.ru
119991, Moscow, Russia

References

  1. Wenzel D.G., Smith C.M. // J. Am. Pharm. Assoc. Am. Pharm. Assoc. 1958. V. 47. № 11. P. 792–794. https://doi.org/10.1002/jps.3030471109
  2. Panic G., Duthaler U., Speich B., Keiser J. // Int. J. Parasitol. Drugs Drug. Resist. 2014. V. 4. № 3. P. 185–200. https://doi.org/10.1016/j.ijpddr.2014.07.002
  3. Perry T.L., Dickerson A., Khan A.A. et al. // Tetrahedron. 2001. V. 57. № 8. P. 1483–1487. https://doi.org/10.1016/S0040-4020(00)01134-0
  4. Otoguro K., Iwatsuki M., Ishiyama A. et al. // Phytochemistry. 2011. V. 72. № 16. P. 2024–2030. https://doi.org/10.1016/j.phytochem.2011.07.015
  5. Coghi P. Yaremenko I.A., Prommana P. et al. // ChemMedChem. 2022. V. 17. № 20.
  6. Chen Y., Killday K.B., McCarthy P.J. et al. // J. Nat. Prod. 2001. V. 64. № 2. P. 262. https://doi.org/10.1021/np000368+
  7. Gunasekera S.P., Gunasekera M., Gunawardana G.P. et al. // J. Nat. Prod. 2004. V. 53. № 3. P. 669. https://doi.org/10.1021/np50069a021
  8. Yaremenko I.A., Radulov P.S., Belyakova Y.Y. et al. // Chem Eur. J. 2020. V. 26. № 21. P. 4734.
  9. Yaremenko I.A., Radulov P.S., Belyakova Y.Y. et al. // Molecules. 2020. V. 25. № 8. P. 1954.
  10. Yu D.Q., Chen R.Y., Huang L.J. et al. // J. Asian Nat. Prod. Res. 2008. V. 10. № 9–10. P. 851. https://doi.org/10.1080/10286020802144677
  11. Dias D.A., Urban S. // Nat. Prod. Commun. 2009. V. 4. № 4. P. 489. https://doi.org/10.1177/1934578X0900400409
  12. Vil’ V.A., Yaremenko I.A., Ilovaisky A.I., Terent’ev A.O. // Synthesis and Reactions. Molecules. 2017. V. 22. № 11. P. 1881. https://doi.org/10.3390/molecules22111881
  13. Herrmann L., Yaremenko I.A., Çapcı A. et al. // ChemMedChem. 2022. V. 17. № 9.
  14. Yaremenko I.A., Coghi P., Prommana P. et al. // ChemMedChem. 2020. V. 15. № 13. P. 1118. https://doi.org/10.1002/cmdc.202000042
  15. Tyumkina T.V., Makhmudiyarova N.N., Kiyamutdinova G.M. et al. // Tetrahedron. 2018. V. 74. № 15. P. 1749. https://doi.org/10.1016/j.tet.2018.01.045
  16. Yaremenko I.A., Syroeshkin M.A., Levitsky D. et al. // Med. Chem. Res. 2017. V. 26. № 1. P. 170.
  17. Stringle D.L., Magri D.C., Workentin M.S. // Chemistry. 2010. V. 16. № 1. P. 178. https://doi.org/10.1002/chem.200902023
  18. Magri D.C., Donkers R.L., Workentin M.S. // J. Photochem. Photobiol., A. 2001. V. 138. № 1. P. 29. https://doi.org/10.1016/S1010-6030(00)00386-5
  19. Веденяпина М.Д., Скундин А.М., Виль В.А. и др. // Журн. физ. хим. 2020. Т. 94. № 4. С. 624. https://doi.org/10.1134/S0036024420040238
  20. Веденяпина М.Д., Виль В.А., Терентьев А.О., Веденяпин А.А. // Изв. АН. Сер. Хим. 2017. Т. 66. № 11. С. 2044. https://doi.org/10.1007/s11172-017-1979-1
  21. Веденяпина М.Д., Симакова А.П., Платонов М.М. и др. // Журн. физ. химии. 2013. Т. 87. № 3. С. 418. https://doi.org/10.1134/S0036024413030333
  22. Веденяпина М.Д., Скундин А.М., Виль В.А. и др. // Там же. 2021. Т. 95. № 1. С. 147. https://doi.org/10.1134/S0036024421010313
  23. Terent’ev A.O., Borisov D.A., Chernyshev V.V., Nikishin G.I. // J. Org. Chem. 2009. V. 74. № 9. P. 3335. https://doi.org/10.1021/jo900226b
  24. Хенце Г. пер. с нем. А.В. Гармаша и А.И. Каменева. Полярография и вольтамперометрия. Теоретические основы и аналитическая практика. М.: БИНОМ. Лаборатория знаний, 2008. С. 43.
  25. Savéant J. // Advances in Physical organic chemistry. 2000. V. 35. P. 117. https://doi.org/10.1016/s0065-3160(00)35013-4
  26. Rand D.A.J., Woods R. // J. Electroanal. Chem. 1972. V. 35. № 1. P. 209. https://doi.org/10.1016/S0022-0728(72)80308-5
  27. Mohammad M., Khan A.Y., Subhani M.S. et al. // Res. Chem. Intermed. 2001. V. 27. № 3. P. 259. https://doi.org/10.1163/156856701300356473
  28. Chang X., Batchelor-McAuley C., Compton R.G. // Chem. Sci. 2020. V. 11. P. 4416. https://doi.org/10.1039/d0sc00379d

Supplementary files

Supplementary Files
Action
1. JATS XML
Download
2.

Download (52KB)
Indexing metadata
3.

Download (110KB)
Indexing metadata
4.

Download (28KB)
Indexing metadata
5.

Download (80KB)
Indexing metadata
6.

Download (172KB)
Indexing metadata
7.

Download (30KB)
Indexing metadata
8.

Download (16KB)
Indexing metadata
9.

Download (119KB)
Indexing metadata
10.

Download (68KB)
Indexing metadata

Copyright (c) 2023 М.В. Поляков, М.Д. Веденяпина, А.М. Скундин, И.А. Яременко, П.С. Радулов, В.В. Кузнецов