Selective Hydrogenation of Pyridine and Derivatives of It on Bimetallic Catalysts Modified with Chitosan

Cover Page

Cite item

Full Text

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

Abstract

A study is performed of the catalytic properties of bimetallic nanoparticles based on palladium and a base metal (silver or copper) supported on alumina modified with chitosan in the selective hydrogenation of pyridine and derivatives of it with the formation of piperidine and derivatives of it. It is shown that the effect of increasing the activity of bimetallic nanoparticles is due to the small size of particles (2–3 nm), compared to the monometallic palladium catalyst. It is established that the conversion of pyridine reaches 99% with 99% selectivity toward piperidine under mild conditions (60°C; H2 pressure, 70 atm).

About the authors

A. L. Kustov

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences; Moscow State University

Email: kyst@list.ru
119991, Moscow, Russia; 119991, Moscow, Russia

S. F. Dunaev

Moscow State University

Email: kyst@list.ru
119991, Moscow, Russia

E. D. Finashina

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: kyst@list.ru
119991, Moscow, Russia

References

  1. Beletskaya I.P., Kustov L.M. // Russ. Chem. Rev. 2010. V. 79 (6). P. 441.
  2. Zeolites and Zeolite-like Materials. Ed. by B.F. Sels, L.M. Kustov. 2016. P. 1–459.
  3. Kustov L.M., Beletskaya I.P. // Ross. Khim. Zhurnal (Zhurnal Rossijskogo Khimicheskogo Obshchestva Im. D.I. Mendeleeva) 2004. V. 48 (6). P. 3.
  4. Shesterkina A.A., Kustov L.M., Strekalova A.A. et al. // Catal. Sci. Technol. 2020. V. 10 (10). P. 3160.
  5. Chernikova E.A., Glukhov L.M., Krasovskiy V.G. et al. // Russ. Chem. Rev. 2015. V. 84 (8). P. 875.
  6. Kalenchuk A.N., Bogdan V.I., Dunaev S.F. et al. // Fuel Proc. Technol. 2018. V. 169. P. 94.
  7. Sung J.S., Choo K.Y., Kim T.H. et al. // Int. J. Hydrogen Energy 2008. V. 33 (11). P. 2721.
  8. Kalenchuk A., Bogdan V., Dunaev S. et al. // Fuel 2020. V. 280. P. 118625.
  9. Tarasov A.L., Isaeva V.I., Tkachenko O.P. et al. // Fuel Proc. Technol. 2018. V. 176. P. 101.
  10. Tursunov O., Kustov L., Tilyabaev Z. // J. Petroleum Sci. Eng. 2019. V. 180. P. 773.
  11. Redina E.A., Vikanova K.V., Kapustin G.I. et al. // Eur. J. Org. Chem. 2019. V. 2019 (26). P. 4159.
  12. Tkachenko O.P., Kustov L.M., Nikolaev S.A. et al. // Topics Catal. 2009. V. 52 (4). P. 344.
  13. Redina E., Greish A., Novikov R. et al. // Appl. Catal. A: General 2015. V. 491. P. 170.
  14. Bykov A., Matveeva V., Sulman M. et al. // Catal. Today. 2009. V. 140 (1–2). P. 64.
  15. Redina E.A., Kirichenko O.A., Greish A.A. et al. // Catal. Today. 2015. V. 246. P. 216.
  16. Isaeva V.I., Tkachenko O.P., Afonina E.V. et al. // Micropor. Mesopor. Mater. 2013. V. 166. P. 167.
  17. ulman E.M., Matveeva V.G., Doluda V.Yu. et al. // Appl. Catal. B: Environmental 2010. V. 94 (1–2). P. 200
  18. Tursunov O., Kustov L., and Kustov A. // Oil and Gas Sci. Technol. 2017. V. 72 (5). P. 30.
  19. Tursunov O., Kustov L., and Tilyabaev Z. // J. Taiwan Inst. Chem. Engineers 2017. V. 78. P. 416.
  20. Chen F., Li W., Sahoo B. et al. // Angew. Chemie Int. Ed. 2018. V. 57 (44). P. 14488.
  21. Kokane R., Corre Y., Kemnitz E. et al. // New J. Chem. 2021. V. 45. P. 19572.
  22. Yu X., Nie R., Zhang H. et al. // Micropor. Mesopor. Mater. 2018. V. 256. P. 10.
  23. Hattori T., Ida T., Tsubone A. et al. // Eur. J. Org. Chem. 2015. V. 2015 (11). P. 2492.
  24. Beckers N.A., Huynh S., Zhang X. et al. // ACS Catal. 2012. V. 2 (8). P. 1524.
  25. Buil M.L., Esteruelas M.A., Niembro S. et al. // Organometallics 2010. V. 29 (19). P. 4375.
  26. Maegawa T., Akashi A., Yaguchi K. et al. // Chem. A. Eur. J. 2009. V. 15 (28). P. 6953.
  27. Irfan M., Petricci E., Glasnov T.N. et al. // Eur. J. Org. Chem. 2009. V. 9. P. 1327.
  28. Barwinski B., Migowski P., Gallou F. et al. // J. Flow Chem. 2017. V. 7 (2). P. 41.
  29. Kirichenko O.A., Redina E.A., Davshan N.A. et al. // Appl. Catal. B: Environmental 2013. V. 134–135. P. 123.
  30. Kustov L.M. // Russ. J. Phys. Chem A 2015. V. 89 (11). P. 2006.
  31. Mamonov N.A., Fadeeva E.V., Grigoriev D.A. et al. // Russ. Chem. Rev. 2013. V. 82 (6). P. 567.
  32. Kustov A.L., Tkachenko O.P., Kustov L.M. et al. // Environment Int. 2011. V. 37 (6). P. 1053.
  33. Mikhailov M.N., Kustov L.M., and Kazansky V.B. // Catal. Lett. 2008. V. 120 (1–2). P. 8.
  34. Ivanov A.V., Koklin A.E., Uvarova E.B. et al. // Phys. Chem. Chem. Phys. 2003. V. 5 (20). P. 4718–4723.
  35. Kumar N., Masloboischikova O.V., Kustov L.M. et al. // Ultrasonics Sonochem. 2007. V. 14 (2). P. 122.
  36. Ivanov A.V., Kustov L.M. // Ross. Khim. Zhurnal (Zhurnal Rossijskogo Khimicheskogo Obshchestva Im. D.I. Mendeleeva). 2000. V. 44 (2). P. 21.
  37. Vorob'eva M.P., Greish A.A., Ivanov A.V. et al. // Appl. Catal. A: General. 2000. V. 199 (2). P. 257.
  38. Khodakov A.Yu., Kustov L.M., Kazansky V.B. et al. // J. Chem. Soc. Faraday Trans., 1993. V. 89 (9). P. 1393.
  39. Kanazirev V., Dimitrova R., Price G.L. et al. // J. Molec. Catal. 1991. V. 70 (1). P. 111.
  40. Kramareva N.V., Stakheev A.Yu., Tkachenko O.P. et al. // J. Molec. Catal. A: Chemical. 2004. V. 209 (1–2). P. 97.

Supplementary files

Supplementary Files
Action
1. JATS XML
Download

Copyright (c) 2023 А.Л. Кустов, С.Ф. Дунаев, Е.Д. Финашина