Russian Journal of Physical Chemistry A

, Volume 92, Issue 4, pp 663–668 | Cite as

Hydrogenation of Anthracene and Dehydrogenation of Perhydroanthracene on Pt/C Catalysts

  • A. N. Kalenchuk
  • A. E. Koklin
  • V. I. Bogdan
  • V. V. Lunin
Chemical Kinetics and Catalysis


The hydrogenation of anthracene on a heterogeneous catalyst containing 3 wt % Pt/C (Aldrich) at 215, 245, and 280°C and the pressures of 40 and 90 atm is studied. The hydrogenation of anthracene to a completely hydrogenated product is considered in detail. The final product (perhydroanthracene) consists of five conformational isomers with total selectivity of more than 99%. The ratio of perhydroanthracene isomers in the end product is shown to be determined by the conditions (P, T) of hydrogenation. The rate of hydrogenation is found to slow upon an increase in the degree of benzene ring saturation. A mixture of perhydroanthracene isomers is dehydrogenated in an autoclave at 260−325°C on 3 wt % Pt/C catalyst (Aldrich) and in a flow reactor at 300–360°C on 3 wt% Pt/Sibunit catalyst. The reactivity of perhydroanthracene isomers in dehydrogenation is shown to differ.


catalysis hydrogenation of anthracene dehydrogenation of perhydroanthracene 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    Catalytic Reactions at High Temperatures and Pressures, Ed. by V. N. Ipatiev (Akad. Nauk SSSR, Moscow, Leningrad, 1900–1933) [in Russian].Google Scholar
  2. 2.
    S. Song and X. Ma, Appl. Catal. B: Environ. 41, 207 (2003).CrossRefGoogle Scholar
  3. 3.
    US Patent No. 7101530.Google Scholar
  4. 4.
    C. M. Lu, Y. M. Lin, and I. Wang, Appl. Catal. A: Gen. 198, 223 (2000).CrossRefGoogle Scholar
  5. 5.
    Wang Bo, D. W. Goodman, and G. F. Froment, J. Catal. 253, 228 (2008).Google Scholar
  6. 6.
    Z.-G. Zhang, K. Okada, M. Yamamoto, et al., Catal. Today 45, 361 (1998).CrossRefGoogle Scholar
  7. 7.
    Handbook of Heterogeneous Catalytic Hydrogenation for Organic Synthesis, Ed. by Sh. Nishimura (Wiley, New York, 2001), p. 477.Google Scholar
  8. 8.
    H. I. Waterman, J. J. Leenderste, and A. C. Cranendonk, Recl. Trav. Chim. Pay-Bas. 59, 83 (1939).Google Scholar
  9. 9.
    J. L. Pinilla, A. B. Garcia, K. Philippot, et al., Fuel 116, 729 (2014).CrossRefGoogle Scholar
  10. 10.
    E. Sahle-Demessie, V. G. Devulapelli, and A. A. Hassan, Catalysts 2, 85 (2012).CrossRefGoogle Scholar
  11. 11.
    R. Abu-Reziq, D. Avnir, I. Miloslavski, et al., J. Mol. Catal. A: Chem. 185, 179 (2002).CrossRefGoogle Scholar
  12. 12.
    I. S. Park, M. S. Kwon, K. Y. Kang, et al., Adv. Synth. Catal. 349, 2039 (2007).CrossRefGoogle Scholar
  13. 13.
    F. Rodriguez-Reinoso, Carbon 36, 159 (1998).CrossRefGoogle Scholar
  14. 14.
    Z. G. Zhang and T. Yoshida, Energy Fuels 15, 708 (2001).CrossRefGoogle Scholar
  15. 15.
    Z. H. Wang, I. Tonks, J. Bell, et al., J. Organomet. Chem. 694, 2854 (2009).CrossRefGoogle Scholar
  16. 16.
    V. I. Bogdan, A. N. Kalenchuk, and L. M. Kustov, in Proceedings of the 12th European Congress on Catalysis–EuropaCat-XXII, Kazan, Russia, 2015, p. 1088.Google Scholar
  17. 17.
    A. N. Kalenchuk, V. I. Bogdan, and L. M. Kustov, Catal. Ind. 7, 60 (2015).CrossRefGoogle Scholar
  18. 18.
    R. L. Clarke, J. Am. Chem. Soc. 83, 965 (1961).CrossRefGoogle Scholar
  19. 19.
    J. W. Cook, N. A. McGinnis, and S. Mitchell, J. Chem. Soc., 286 (1944).Google Scholar
  20. 20.
    N. L. Allinger and M. T. Wuesthoff, J. Org. Chem. 36, 2051 (1971).CrossRefGoogle Scholar
  21. 21.
    Basic Organic Sterochemistry, Ed. by E. I. Iliel, S. H. Wilen, and M. P. Doyle (Wiley International, New York, 2007), p. 507.Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • A. N. Kalenchuk
    • 1
    • 2
  • A. E. Koklin
    • 2
  • V. I. Bogdan
    • 1
    • 2
  • V. V. Lunin
    • 1
  1. 1.Department of ChemistryMoscow State UniversityMoscowRussia
  2. 2.Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussia

Personalised recommendations