Advertisement

Russian Journal of General Chemistry

, Volume 89, Issue 8, pp 1549–1553 | Cite as

Colloid and Nanosized Catalysts in Organic Synthesis: XXI. Reduction of Nitroarenes Catalyzed by Immobilized Nickel Nanoparticles

  • V. M. Mokhov
  • Yu. V. PopovEmail author
  • D. N. Nebykov
  • E. V. Nishchik
  • K. V. Shcherbakova
  • Yu. L. Zotov
Article
  • 10 Downloads

Abstract

It has been found that nickel nanoparticles on NaX zeolite, γ-alumina, activated carbon, or magnesium oxide support catalyze the reduction of nitrobenzene and its homologs affording aniline and its derivatives in high yield. The effect of the substrate on the process in a continuous reactor at atmospheric hydrogen pressure has been investigated. The use of activated carbon or magnesium oxide as a carrier allows proceeding of the reaction at 80–100°C.

Keywords

catalysis nanoparticles nickel reduction nitroarenes aniline 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Notes

References

  1. 1.
    Popov, Y.V., Mokhov, V.M., Latyshova, S.E., Nebykov, D.N., Panov, A.O., and Davydova, T.M., Russ. J. Gen. Chem., 2018, vol. 88, no. 10, p. 2035. doi  https://doi.org/10.1134/S1070363218100018 CrossRefGoogle Scholar
  2. 2.
    Dao, S., Qian, W., Luo, G., Wei, F., and Wang, Y., Appl. Catal. (A), 2005, vol. 286, no. 1, p. 30. doi  https://doi.org/10.1016/j.apcata.2005.02.026 CrossRefGoogle Scholar
  3. 3.
    Chary, K.VR. and Srikanth, C.S., Catal. Lett., 2009, vol. 128, nos. 1–2, p. 164. doi  https://doi.org/10.1007/s10562-008-9720-1 CrossRefGoogle Scholar
  4. 4.
    Nieto-Márquez, A., Gil, S., Romero, A., Valverde, J.L., Gómez-Quero, S., and Keane, M.A., Appl. Catal. (A), 2009, vol. 363, nos. 1–2, p. 188. doi  https://doi.org/10.1016/j.apcata.2009.05.016 CrossRefGoogle Scholar
  5. 5.
    Wang, J., Yuan, Z., Nie, R., Hou, Z., and Zheng, X., Ind. Eng. Chem. Res., 2010, vol. 49, no. 10, p. 4664. doi  https://doi.org/10.1021/ie1002069 CrossRefGoogle Scholar
  6. 6.
    Sangeetha, P., Shanthi, K., RamaRao, K.S., Viswanathan, B., and Selvam, P., Appl. Catal. (A), 2009, vol. 353, no. 2, p. 160. doi  https://doi.org/10.1016/j.apcata.2008.10.044 CrossRefGoogle Scholar
  7. 7.
    Torres, C., Campos, C., Fierro, J.G., Oportus, M., and Reyes, P., Catal. Lett., 2013, vol. 143, no. 8, p. 763. doi  https://doi.org/10.1007/s10562-013-1034-2 CrossRefGoogle Scholar
  8. 8.
    Takasaki, M., Motoyama, Y., Higashi, K., Yoon, S.-H., Mochida, I., and Nagashima, H., Org. Lett., 2008, vol. 10, no. 8, p. 1601. doi  https://doi.org/10.1021/ol800277a CrossRefGoogle Scholar
  9. 9.
    Fine Chemicals through Heterogeneous Catalysis, Sheldon, R.A. and van Bekkum, H., Eds., Weinheim: Wiley-VCH, 2001, p. 389.Google Scholar
  10. 10.
    Cardenas-Lizana, F., Gomez-Quero, S., and Keane, M.A., ChemSusChem., 2008, vol. 1, p. 215. doi  https://doi.org/10.1002/cssc.200700105 CrossRefGoogle Scholar
  11. 11.
    Kuhn, L.P., J. Am. Chem. Soc., 1951, vol. 73, no. 4, p. 1510. doi  https://doi.org/10.1021/ja01148a029 CrossRefGoogle Scholar
  12. 12.
    Allen, C.F.H. and Van Allan, J., Org. Synth. Coll., 1955, vol. 3, p. 63.Google Scholar
  13. 13.
    Xiong, J., Chen, J., Zhang, J., Catal. Commun., 2007, vol. 8, no. 3, p. 345. doi  https://doi.org/10.1016/j.catcom.2006.06.028 CrossRefGoogle Scholar
  14. 14.
    Winstrom, L.O., US Patent 2822397A, 1955.Google Scholar
  15. 15.
    Varkolu, M., Velpula, V., Pochamoni, R., Muppala, A.R., Burri, D.R., and Kamaraju, S.R.R., Appl. Petrochem. Res., 2016, vol. 6, no. 1, p. 15. doi  https://doi.org/10.1007/s13203-015-0115-0 CrossRefGoogle Scholar
  16. 16.
    Chary, K.V.R. and Srikanth, C.S., Catal. Lett., 2009, vol. 128, nos. 1–2, p. 164. doi  https://doi.org/10.1007/s10562-008-9720-1 CrossRefGoogle Scholar
  17. 17.
    Sangeetha, P., Seetharamulu, P., Shanthi, K., Narayanan, S., and Rama Rao, K.S., J. Mol. Catal. (A), 2007, vol. 273, nos. 1–2, p. 244. doi  https://doi.org/10.1016/j.molcata.2007.03.020 CrossRefGoogle Scholar
  18. 18.
    Mohan, V., Pramod, C.V., Suresh, M., Reddy, K.H.P., Raju, B.D., and Rao, K.S.R., Catal. Commun., 2012, vol. 18, p. 89. doi  https://doi.org/10.1016/j.catcom.2011.11.030 CrossRefGoogle Scholar
  19. 19.
    Hari Prasad Reddy, K., Rahul, R., Sree Vardhan Reddy, S., David Raju, B., and Rama Rao, K.S., Catal. Commun., 2009, vol. 10, no. 6, p. 879. doi  https://doi.org/10.1016/j.catcom.2008.12.014 CrossRefGoogle Scholar
  20. 20.
    Mokhov, V.M., Popov, Yu.V., and Nebykov, D.N., Russ. J. Gen. Chem., 2014, vol. 84, no. 8, p. 1515. doi  https://doi.org/10.1134/S107036321408012X CrossRefGoogle Scholar
  21. 21.
    Wang, A., Yin, H., Ren, M., Lu, H., Xue, J., and Jiang, T., New J. Chem., 2010, vol. 34, no. 4, p. 708. doi  https://doi.org/10.1039/b9nj00657e CrossRefGoogle Scholar
  22. 22.
    Wang, J., Yuan, Z., Nie, R., Hou, Z., and Zheng, X., Ind. Eng. Chem. Res., 2010, vol. 49, no. 10, p. 4664. doi  https://doi.org/10.1021/ie1002069 CrossRefGoogle Scholar
  23. 23.
    Shokouhimehr, M., Catalysts, 2015, vol. 5, no. 2, p. 534. doi  https://doi.org/10.3390/catal5020534 CrossRefGoogle Scholar
  24. 24.
    Pelisson, C.-H., Denicourt-Nowicki, A., Meriadec, C., Greneche, J.-M., and Roucoux, A., ChemCatChem., 2015, vol. 7, no. 2, p. 309. doi  https://doi.org/10.1002/cctc.201402761 CrossRefGoogle Scholar
  25. 25.
    Popov, Y.V., Mokhov, V.M., Latyshova, S.E., Nebykov, D.N., Panov, A.O., and Pletneva, M.Y., Russ. J. Gen. Chem., 2017, vol. 87, N. 10, p. 2276. doi  https://doi.org/10.1134/S107036321710005X CrossRefGoogle Scholar
  26. 26.
    Mokhov, V.M., Popov, Yu.V., and Nebykov, D.N., Russ. J. Gen. Chem., 2016, vol. 53, no. 3, p. 319. doi  https://doi.org/10.1134/S1070428016030040 Google Scholar
  27. 27.
    Popov, Yu.V., Mokhov, V.M., Nebykov, D.N., Latyshova, S.E., Panov, A.O., Dontsova, A.A., Shirkhanyan, P.M., and Shcherbakova, K.V., Russ. J. Gen. Chem., 2016, vol. 86, no. 12, p. 2589. doi  https://doi.org/10.1134/S1070363216120033 CrossRefGoogle Scholar
  28. 28.
    Popov, Yu.V., Mokhov, V.M., Latyshova, S.E., Nebykov, D.N., Panov, A.O., and Davydova, T.M., Russ. J. Gen. Chem., 2017, vol. 87, no. 12, p. 2757. doi  https://doi.org/10.1134/S1070363217120015 CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2019

Authors and Affiliations

  • V. M. Mokhov
    • 1
  • Yu. V. Popov
    • 1
    Email author
  • D. N. Nebykov
    • 1
  • E. V. Nishchik
    • 1
  • K. V. Shcherbakova
    • 1
  • Yu. L. Zotov
    • 1
  1. 1.Volgograd State Technical UniversityVolgogradRussia

Personalised recommendations