Mononuclear diphenyltin (IV) complexes with salicylaldimine Schiff bases. Synthesis, structure, electrochemical properties

Cover Page

Cite item

Full Text

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

Abstract

New mononuclear tin(IV) complexes were obtained by condensation diphenyltin oxide Ph2SnO with a number of Schiff bases containing hydrazone fragment. The structure of the complexes was confirmed by 1H, 13C and 119Sn NMR spectroscopy, as well as by X-ray diffraction analysis (CCDC 2443096 (IV) и 2443095 (V)). The electronic and redox properties of complexes I–V, including the value of the energy gap, were studied using UV spectroscopy and cyclic voltammetry. Electrochemical oxidation and reduction of complexes I, II, IV and V are irreversible and accompanied by further chemical transformations. Unlike them electroreduction of complex III with a pincer ligand leads to the formation of persistent anion-radical particles.

About the authors

P. G. Shangin

Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow, Russia

Email: en@ioc.ac.ru
Москва, Россия

V. A. Klok

Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow, Russia

Email: en@ioc.ac.ru
Москва, Россия

I. V. Krylova

Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow, Russia

Email: en@ioc.ac.ru
Москва, Россия

M. E. Minyaev

Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow, Russia

Email: en@ioc.ac.ru
Москва, Россия

E. V. Tretyakov

Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow, Russia

Email: en@ioc.ac.ru
Москва, Россия

M. A. Syroeshkin

Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow, Russia

Email: en@ioc.ac.ru
Москва, Россия

V. M. Pechennikov

First Moscow State Medical University, Moscow, Russia

Email: en@ioc.ac.ru
Москва, Россия

M. P. Egorov

Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow, Russia

Email: en@ioc.ac.ru
Москва, Россия

E. N. Nikolaevskaya

Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow, Russia

Author for correspondence.
Email: en@ioc.ac.ru
Москва, Россия

References

  1. Schiff H. // Ann. Der Chem. Und Pharm. 1864. V. 131. P. 118. https://doi.org/10.1002/jlac.18641310113
  2. Raczuk E., Dmochowska B., Samaszko-Fiertek J. et al. // Molecules. 2022. V. 27. P. 787. https://doi.org/10.3390/molecules27030787
  3. Middya P., Roy D., Chattopadhyay S. // Inorg. Chim. Acta. 2023. V. 548. P. 121377. https://doi.org/10.1016/j.ica.2023.121377
  4. Cozzi P.G. // Chem. Soc. Rev. 2004. V. 33. P. 410. https://doi.org/10.1039/b307853c
  5. Fal.lah-Mehrjardi M., Kargar H., Munawar K.S. // Inorg. Chim. Acta. 2024. V. 560. P. 121835. https://doi.org/10.1016/j.ica.2023.121835
  6. Juyal. V.K., Pathak A., Panwar M. et al. // J. Organomet. Chem. 2023. V. 999. P. 122825. https://doi.org/10.1016/j.jorganchem.2023.122825
  7. Iacopetta D., Catalano A., Ceramella J. et al. // Molecules. 2025. V. 30. P. 207. https://doi.org/10.3390/molecules30020207
  8. Jeevadason A.W., Murugavel K.K., Neelakantan M.A. // Renew. Sustain. Energy Rev. 2014. V. 36. P. 220. https://doi.org/10.1016/j.rser.2014.04.060
  9. Zhang J., Xu L., Wong W.-Y. // Coord. Chem. Rev. 2018. V. 355. P. 180. https://doi.org/10.1016/j.ccr.2017.08.007
  10. Akbulatov A.F., Akyeva A.Y., Shangin P.G. et al. // Membranes. 2023. V. 13. P. 439. https://doi.org/10.3390/membranes13040439
  11. Nikolaevskaya E.N., Syroeshkin M.A., Egorov M.P. // Mend. Comm. 2023. V. 33. P. 733. https://doi.org/10.1016/j.mencom.2023.10.001
  12. 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
  13. Baryshnikova S.V., Bellan E.V., Poddel’sky A.I. et al. // Eur. J. Inorg. Chem. 2016. V. 2016. P. 5230. https://doi.org/10.1002/ejic.201600885
  14. Baryshnikova S.V., Poddel’sky A.I., Bellan E.V. et al. // Inorg. Chem. 2020. V. 59. P. 6774. https://doi.org/10.1021/acs.inorgchem.9b03757
  15. Baryshnikova S.V., Bellan E.V., Poddel’sky A.I. et al. // Inorg. Chem. Comm. 2016. V. 69. P. 94. https://doi.org/10.1016/j.inoche.2016.05.003
  16. Smolyaninov I.V., Burmistrova D.A., Pomortseva N.P. et al. // Russ. J. Coord. Chem. 2023. V. 49. P. 124. https://doi.org/10.1134/S1070328423700446
  17. Protasenko N.A., Baryshnikova S.V., Cherkasov A.V. et al. // Russ. J. Coord. Chem. 2022. V. 48. P. 478. https://doi.org/10.1134/S1070328422070077
  18. 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
  19. 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
  20. Piskunov A.V., Trofimova O.Yu., Fukin G.K. et al. // Dalton Trans. 2012. V. 41. P. 10970. https://doi.org/10.1039/c2dt30656e
  21. Perrin D.D., Armarego W.L.F., Perrin D.R. Purification of Laboratory Chemicals. Oxford: Pergamon Press, 1988.
  22. Joseph J., Mary N.L., Sidambaram R. // Synth. React. Inorg. Met. Org. Chem. 2010. V. 40. P. 930. https://doi.org/10.1080/15533174.2010.522661
  23. Tian F.-F., Jiang F.-L., Han X.-L. et al. // J. Phys. Chem. B. 2010. V. 114. P. 14842. https://doi.org/10.1021/jp105766n
  24. Das K., Dutta M., Das B. et al. // Adv. Synt. Catal. 2019. V. 361. P. 2965. https://doi.org/10.1002/adsc.201900107
  25. Lüning U., Baumstark R., Peters K. et al. // Liebigs Ann. Chem. 1990. P. 129. https://doi.org/10.1002/jlac.199019900124
  26. 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
  27. Sukanya P., Reddy C.V., Bhargavi G. // Crystal. Rep. 2020. V. 65. P. 72. https://doi.org/10.1134/s1063774520010253
  28. CrysAlisPro. Version 1.171.41. Rigaku Oxford Diffraction, 2021.
  29. Sheldrick G.M. // Acta Cryst. 2015. V. A71(1). P. 3. http://doi.org/10.1107/S2053273314026370
  30. Sheldrick G.M. // Acta Cryst. 2015. V. C71(1). P. 3. http://doi.org/10.1107/S2053229614024218
  31. 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
  32. Cordero B., Gómez V., Platero-Prats A.E. et al. // Dalton Trans. 2008. P. 2832. https://doi.org/10.1039/B801115J
  33. Piskunov A.V., Aivaz’yan I.A., Fukin G.K. et al. // Inorg. Chem. Commun. 2006. V. 9. P. 612. https://doi.org/10.1016/j.inoche.2006.03.012
  34. Piskunov A.V., Chegerev M.G., Fukin G.K. et al. // J. Organomet. Chem. 2016, V. 803. P. 51. https://doi.org/10.1016/j.jorganchem.2015.12.012
  35. Piskunov A., Mescheryakova I., Fukin G. et al. // Chem. Eur. J. 2008. V. 14. P. 10085. https://doi.org/10.1002/chem.200801203
  36. Piskunov A.V., Mescheryakova I.N., Fukin G.K. et al. // Heteroatom Chem. 2009. V. 20. P. 332. https://doi.org/10.1002/hc.20555
  37. Maurya R.M., Jayaswal. M.N., Puranik V.G. et al. // Polyhedron. 1997. V. 16. P. 3977. https://doi.org/10.1016/S0277-5387(97)00187-3

Supplementary files

Supplementary Files
Action
1. JATS XML

Copyright (c) 2025 Russian Academy of Sciences