OPTOELECTRONIC AND REDOX PROPERTIES OF NEW DIETHYL-SUBSTITUTED TIN(IV) COMPLEXES WITH SCHIFF BASES CONTAINING A HYDRAZONE FRAGMENT

Cover Page

Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

Abstract

New mononuclear tin(IV) complexes were obtained by condensation of diethyltin oxide Et2SnO with a series of Schiff bases containing a hydrazone fragment. The structure of the complexes was confirmed by 1H, 13C, and 119Sn NMR spectroscopy and X-ray diffraction analysis (CCDC 2451176 (2), 2451177 (3), and 2451178 (4)). Optoelectronic and redox properties of complexes 1–4 were studied using UV spectroscopy and cyclic voltammetry, and the energy gap value was estimated. Electrochemical oxidation and reduction of complexes 1, 2, and 3 are irreversible and are accompanied by further chemical transformations. In contrast, electroreduction of complex 4 with a pincer ligand results in the formation of persistent anion–radical particles.

About the authors

L. D. Labutskaya

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: lilia_07g@mail.ru
MSc Moscow, Russian Federation

V. Yu. Proshutinskaya

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: lasselanta13@gmail.com
MSc Moscow, Russian Federation

I. V. Krylova

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: kiv@ioc.ac.ru
ORCID iD: 0000-0002-1143-6788
PhD in Chemistry, researcher Moscow, Russian Federation

P. G. Shangin

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: shangin@ioc.ac.ru
ORCID iD: 0009-0008-9208-9941
PhD in Chemistry, researcher Moscow, Russian Federation

M. E. Minyaev

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: mminyaev@ioc.ac.ru
ORCID iD: 0000-0002-4089-3697
PhD in Chemistry, researcher Moscow, Russian Federation

E. V. Tretyakov

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: tretyakov@ioc.ac.ru
ORCID iD: 0000-0003-1540-7033
Dr. Habil., Prof. Deputy Director for Scientific Work Moscow, Russian Federation

M. A. Syroeshkin

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: syroeshkin@ioc.ac.ru
ORCID iD: 0000-0001-5754-922X
PhD in Chemistry, Senior Researcher Moscow, Russian Federation

M. P. Egorov

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: mpe@ioc.ac.ru
ORCID iD: 0000-0002-3161-3585
Dr. Habil., Prof. Research Director Moscow, Russian Federation

E. N. Nikolaevskaya

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: en@ioc.ac.ru
ORCID iD: 0000-0001-9332-6357
PhD in Chemistry, researcher Moscow, Russian Federation

References

  1. Nikolaevskaya E.N., Syroeshkin M.A., Egorov M.P. // Mendeleev Commun. 2023. V. 33. P. 733. https://doi.org/10.1016/j.mencom.2023.10.001
  2. Devi J., Kumar B., Taxak B. // Inorg. Chem. Comm. 2022. V. 139. P. 109208. https://doi.org/10.1016/j.inoche.2022.109208
  3. Baryshnikova S.V., Poddel’sky A.I. // Molecules. 2022. V. 27. P. 3928. https://doi.org/10.3390/molecules27123928
  4. Sahu G., Patra S.A., Pattanayak P.D. et al. // Chem. Commun. 2023. V. 59. P. 10188. https://doi.org/10.1039/D3CC01953E.
  5. Joshi R., Tomar N., Pokharia S. et al. // Results Chem. 2023. V. 5. P. 100955. https://doi.org/10.1016/j.rechem.2023.100955
  6. Greb L. // Eur. J. Inorg. Chem. 2022. P. e202100871. https://doi.org/10.1002/ejic.202100871
  7. Akbulatov A.F., Akyeva A.Y., Shangin P.G. et al. // Membranes. 2023. V. 13. P. 439. https://doi.org/10.3390/membranes13040439
  8. Nikolaevskaya E., Syroeshkin M.A., Egorov M.P. et al. // Coord. Chem. Rev. 2025. V. 530. P. 216469. https://doi.org/10.1016/j.ccr.2025.216469
  9. Arsenyeva K.V., Piskunov A.V. // J. Struct. Chem. 2023. V. 64. P. 1. https://doi.org/10.1134/S0022476623010018
  10. Arsenyeva K.V., Klimashevskaya A.V., Pashanova K.I. et al. // Appl. Organomet. Chem. 2022. V. 36. P. e6593. https://doi.org/10.1002/aoc.6593
  11. Yao S., Saddington A., Xiong Y. et al. // Acc. Chem. Res. 2023. V. 56. P. 475. https://doi.org/10.1021/acs.accounts.2c00763
  12. Lee V.Ya. // Mendeleev Commun. 2023. V. 33. P. 145. https://doi.org/10.1016/j.mencom.2023.02.001
  13. Arsenyeva K.V., Pashanova K.I., Trofimova O.Yu. // New J. Chem. 2021. V. 45. P. 11758. https://doi.org/10.1039/D1NJ01644J
  14. Kadomtseva A.V., Mochalov G.M., Kuzina O.V. // Russ. J. Org. Chem. 2021. V. 57. P. 879. https://doi.org/10.1134/S1070428021060026
  15. Vishtorskaya A.A., Saverina E.A., Pechennikov V.M. et al. // J. Organomet. Chem. 2018. V. 858. P. 8. https://doi.org/10.1016/j.jorganchem.2018.01.004
  16. Nikolaevskaya E.N., Kansuzyan A.V., Filonova G.E. et al. // Eur. J. Inorg. Chem. 2019. V. 2019. P. 676. https://doi.org/10.1002/ejic.201801259
  17. Pellerito C., Nagy L., Pellerito L. et al. // J. Organomet. Chem. 2006. V. 691. P. 1733. https://doi.org/10.1016/j.jorganchem.2005.12.025
  18. Devi J., Boora A., Rani M. et al. // Anti-Cancer Agents Med. Chem. 2023. V. 23. P. 164. https://doi.org/10.2174/1871520622666220520095549
  19. Pervaiz M., Sadiq A., Sadiq S. et al. // Inorg. Chem. Comm. 2022. V. 137. P. 109206. https://doi.org/10.1016/j.inoche.2022.109206
  20. Arsenyeva K.V., Klimashevskaya A.V., Maleeva A.V. et al. // ChemPlusChem. 2025. V. 90. P. e202400504. https://doi.org/10.1002/cplu.202400504
  21. Klimashevskaya A.., Arsenyeva K.V., Cherkasov A.V. et al. // J. Struct. Chem. 2023. V. 64. P. 2271. https://doi.org/10.1134/S0022476623120016
  22. Klimashevskaya A.V., Arsenyeva K.V., Maleeva A.V. et al. // Eur. J. Inorg. Chem. 2023. V. 26. P. e202300540. https://doi.org/10.1002/ejic.202300540
  23. Dieng M., Gningue-Sall D., Jouikov V. // Main Group Met. Chem. 2012. V. 35. P. 141. https://doi.org/10.1515/mgmc-2012-0059
  24. Nikolaevskaya E.N., Saverina E.A., Starikova A.A. et al. // Dalton Trans. 2018. V. 47. P. 17127. https://doi.org/10.1039/C8DT03397H
  25. Nikolaevskaya E.N., Shangin P.G., Starikova A.A. et al. // Inorg. Chim. Acta. 2019. V. 495. P. 119007. https://doi.org/10.1016/j.ica.2019.119007
  26. Shangin P.G., Krylova I.V., Lalov A.V. et al. // RSC Adv. 2021. V. 11. P. 21527. https://doi.org/10.1039/D1RA02691G.
  27. Shangin P.G., Akyeva A.Y., Vakhrusheva D.M. et al. // Organometallics. 2023. V. 42. P. 2541. https://doi.org/10.1021/acs.organomet.2c00607
  28. Kozmenkova A.Ya., Timofeeva V.A., Mankaev B.N. et al. // Eur. J. Inorg. Chem. 2021. V. 2021. P. 2755. https://doi.org/10.1002/ejic.202100369
  29. Hossain A.M.S., Méndez-Arriaga J.M., Xia C. et al. // Polyhedron. 2022. V. 217. P. 115692. https://doi.org/10.1016/j.poly.2022.115692
  30. Smolyaninov I.V., Poddel’sky A.I., Burmistrova D.A. et al. // Int. J. Mol. Sci. 2023. V. 24. P. 8319. https://doi.org/10.3390/ijms24098319
  31. Smolyaninov I.V., Poddel’sky A.I., Burmistrova D.A. et al. // Molecules. 2022. V. 27. P. 8216. https://doi.org/10.3390/molecules27238216
  32. Krylova I.V., Labutskaya L. D., Markova M.O. et al. // New J. Chem. 2023. V. 47. P. 11890. https://doi.org/10.1039/D3NJ01993D
  33. Krylova I.V., Saverina E.A., Rynin S.S. et al. // Mend. Comm. 2020. V. 30. P. 563. https://doi.org/10.1016/j.mencom.2020.09.003
  34. Krylova I.V., Proshutinskaya V.Yu., Labutskaya L.D. et al. // J. Organomet. Chem. 2025. V. 1028. P. 123527. https://doi.org/10.1016/j.jorganchem.2025.123527
  35. Li G., Shi Z., Li X. et al. // J. Chem. Res. 2011. V. 35. P. 278. https://doi.org/10.3184/174751911X130434470627
  36. Ali A.Q., Teoha S.G., Salhin A. et al. // Spectrochim. Acta. A. 2014. V. 125. P. 440. https://doi.org/10.1016/j.saa.2014.01.086
  37. Kulkarni N.V., Revankar V.K., Kirasur B.N. et al. // Med. Chem. Res. 2012. V. 21. P. 663. https://doi.org/10.1007/s00044-011-9576-6
  38. Das K., Dutta M., Das B. et al. // Adv. Synth. Catal. 2019. V. 361. P. 2965. https://doi.org/10.1002/adsc.201900107
  39. Lüning U., Baumstark R., Peters K. et al. // Liebigs Ann. Chem. 1990. P. 129. https://doi.org/10.1002/jlac.199019900124
  40. Bessega T., Chaves O.A., Martins F. M. et al. // Inorg. Chim. Acta. 2019. V. 496. P. 119049. https://doi.org/10.1016/j.ica.2019.119049
  41. Perrin D.D., Armarego W.L.F., Perrin D.R. Purification of Laboratory Chemicals. Oxford: Pergamon Press, 1988.
  42. CrysAlisPro. Version 1.171.41. Rigaku Oxford Diffraction, 2021.
  43. Sheldrick G.M. // Acta Crystallogr. A. 2015. V. 71. № 1. P. 3. http://doi.org/10.1107/S2053273314026370
  44. Sheldrick G.M. // Acta Crystallogr. C. 2015. V. 71. № 1. P. 3.http://doi.org/10.1107/S2053229614024218
  45. Dolomanov O.V., Bourhis L.J., Gildea R.J. et al. // J. Appl. Cryst. 2009. V. 42. № 2. P. 229. http://doi.org/10.1107/S0021889808042726
  46. Cordero B., Gómez V., Platero-Prats A.E. et al. // Dalton Trans. 2008. P. 2832. https://doi.org/10.1039/B801115J
  47. Baryshnikova S.V., Poddel’sky A.I., Bellan E.V. et al. // Inorg. Chem. 2020. V. 59. № 10. P. 6774. https://doi.org/10.1021/acs.inorgchem.9b03757

Supplementary files

Supplementary Files
Action
1. JATS XML
Download

Copyright (c) 2025 Russian Academy of Sciences

Согласие на обработку персональных данных

 

Используя сайт https://journals.rcsi.science, я (далее – «Пользователь» или «Субъект персональных данных») даю согласие на обработку персональных данных на этом сайте (текст Согласия) и на обработку персональных данных с помощью сервиса «Яндекс.Метрика» (текст Согласия).