A SIMPLE CATALYST FOR THE SYNTHESIS OF CYCLIC CARBONATES BASED ON ZINC(II) IODIDE

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Abstract

A new zinc(II) complex, LZnI2, was obtained by the interaction of tridentate ligand 2,6-bis(5-(tert-butyl)-1H-pyrazol-3-yl)pyridine (L) with zinc(II) iodide. The compound was isolated in individual form and characterized using NMR spectroscopy and single-crystal X-ray diffraction (CIF file CCDC No. 2447394). The resulting complex exhibits catalytic activity in the reaction of CO2 with substituted epoxides to form cyclic carbonates. This behavior is attributed to the simultaneous presence of a Lewis acidic metal center capable of coordinating the epoxide, a Lewis basic nitrogen site facilitating CO2 binding, and a nucleophilic iodide anion that activates epoxide ring opening. The development of this approach to catalyst design may facilitate the creation of efficient systems for reactions of carbon dioxide with three-membered heterocycles.

About the authors

M. D Tugushev

Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences; National Research University Higher School of Economics

Email: tugushev.misha07@gmail.com
Senior Laboratory Assistant Moscow, Russian Federation; Moscow, Russian Federation

D. D Strunin

Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences; Lomonosov Moscow State University

Email: strunin02@yandex.ru
Senior Laboratory Assistant Moscow, Russian Federation; Moscow, Russian Federation

A. A Danshina

Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences; Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: danshina.aa@phystech.edu
ORCID iD: 0000-0003-0368-2177
Junior Researcher Moscow, Russian Federation; Moscow, Russian Federation

Yu. V Nelyubina

Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences

Email: unelya@ineos.ac.ru
ORCID iD: 0000-0002-9121-0040
Dr. Sci. (Chemistry), Leading Researcher Moscow, Russian Federation

I. A Nikovskiy

Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences

Email: igornikovskiy@mail.ru
ORCID iD: 0000-0001-9594-823X
PhD in Chemistry, Researcher Moscow, Russian Federation

References

  1. Nunes L.J.R. // Environments. 2023. V. 10. № 4. P. 66. https://doi.org/10.3390/environments10040066
  2. Shi Y., Pan B., Zhou Y. et al. // Org. Biomol. Chem. 2020. V. 18. № 42. P. 8597. https://doi.org/10.1039/D0OB01905D
  3. Yuan G., Qi C., Wu W., Jiang H. // Curr. Opin. Green Sustain. Chem. 2017. V. 3. P. 22. https://doi.org/10.1016/j.cogsc.2016.11.006
  4. Della Monica F., Capacchione C. // Asian J. Org. Chem. 2022. V. 11. № 8. P. e202200300. https://doi.org/10.1002/ajoc.202200300
  5. Ullah H., Mousavi B., Younus H.A. et al. // J. Catal. 2019. V. 377. P. 190. https://doi.org/10.1016/j.jcat.2019.07.033
  6. İkiz M., Ispir E., Aytar E. et al. // New J. Chem. 2015. V. 39. № 10. P. 7786. https://doi.org/10.1039/C5NJ00571J
  7. Pescarmona P.P. // Curr. Opin. Green Sustain. 2021. V. 29. P. 100457. https://doi.org/10.1016/j.cogsc.2021.100457
  8. Usman M., Rehman A., Saleem F. et al. // RSC Adv. 2023. V. 13. № 33. P. 22717. https://doi.org/10.1039/D3RA03028H
  9. Ramesh A., De S., Bajaj S. et al. // Eur. J. Inorg. Chem. 2024. V. 27. № 6. P. e202300610. https://doi.org/10.1002/ejic.202300610
  10. Sobrino S., Navarro M., Fernandez-Baeza J. et al. // Dalton Trans. 2019. V. 48. № 28. P. 10733. https://doi.org/10.1039/C9DT01844A
  11. Fonseca-Lopez D., Ezenarro-Salcedo D., Nachtigall F.M. et al. // Inorg. Chem. 2024. V. 63. № 20. P. 9066. https://doi.org/10.1021/acs.inorgchem.4c00151
  12. Fu H.-Q., Mao H., Wang C. et al. // React. Chem. Eng. 2022. V. 7. № 11. P. 2313. https://doi.org/10.1039/D2RE00196A
  13. Goswami B., Khatua M., Rani S. et al. // Inorg. Chem. 2024. V. 63. № 50. P. 23630. https://doi.org/10.1021/acs.inorgchem.4c03640
  14. Shaikh R.R., Pornpraprom S., D’Elia V. // ACS Catal. 2018. V. 8. № 1. P. 419. https://doi.org/10.1021/acscatal.7b03580
  15. Decortes A., Martinez Belmonte M., Benet-Buchholz J., Kleij A.W. // Chem. Commun. 2010. V. 46. № 25. P. 4580. https://doi.org/10.1039/c000493f
  16. Leal J.P.S.C., Bezerra W.A., Chagas R.P. et al. // Inorg. Chem. 2021. V. 60. № 16. P. 12263. https://doi.org/10.1021/acs.inorgchem.1c01462
  17. Decortes A., Castilla A.M., Kleij A.W. // Angew. Chem. Int. Ed. 2010. V. 49. № 51. P. 9822. https://doi.org/10.1002/anie.201002087
  18. Wang B., Wang L., Lin J. et al. // ACS Catal. 2023. V. 13. № 15. P. 10386. https://doi.org/10.1021/acscatal.3c02449
  19. Zhou Y.-B., Chen F., Du Z.-H. et al. // Inorg. Chem. 2024. V. 63. № 35. P. 16491. https://doi.org/10.1021/acs.inorgchem.4c02452
  20. Liu H., Zeng R., Hua R. // Int. J. Mol. Sci. 2014. V. 1. № 6. P. 9945. https://doi.org/10.3390/ijms15069945
  21. Rostami A., Ebrahimi A., Sakhaee N. et al. // J. Org. Chem. 2022. V. 87. № 1. P. 40. https://doi.org/10.1021/acs.joc.1c01686
  22. Yang Y., Hayashi Y., Fujii Y. et al. // Catal. Sci. Technol. 2012. V. 2. № 3. P. 509. https://doi.org/10.1039/C1CY00404B
  23. Roberts T.D., Little M.A., Kershaw Cook L.J., Halcrow M.A. // Dalton Trans. 2014. V. 43. № 20. P. 7577. https://doi.org/10.1039/c4dt00355a
  24. Sheldrick G.M. // Acta Crystallogr. A. 2015. V. 71. № 1. P. 3. https://doi.org/10.1107/S2053273314026370
  25. Dolomanov O.V., Bourhis L.J., Gildea R.J. et al. // J. Appl. Crystallogr. 2009. V. 42. № 2. P. 339. https://doi.org/10.1107/S0021889808042726
  26. Alvarez S. // Chem. Rev. 2015. V. 115. № 24. P. 13447. https://doi.org/10.1021/acs.chemrev.5b00537
  27. Caggiano L., Jackson R.F., Meijer A.J.H.M. et al. // Chem. Eur. J. 2008. V. 14. № 29. P. 8798. https://doi.org/10.1002/chem.200801313
  28. Peng J., Wang S., Yang H.-J. et al. // Catal. Today. 2019. V. 330. P. 76. https://doi.org/10.1016/j.cattod.2018.06.020
  29. Cook B.J., Polezhaev A.V., Chen C.-H. et al. // Inorg. Chim. Acta. 2018. V. 483. P. 510. https://doi.org/10.1016/j.ica.2018.08.039
  30. Cornille A., Auvergne R., Figovsky O. et al. // Eur. Polym. J. 2017. V. 87. P. 535. https://doi.org/10.1016/j.eurpolymj.2016.11.027

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