Table of Contents Author Guidelines Submit a Manuscript
Journal of Chemistry
Volume 2016, Article ID 2016407, 7 pages
http://dx.doi.org/10.1155/2016/2016407
Research Article

Synthesis of Carboxylic Acid by 2-Hexenal Oxidation Using Gold Catalysts Supported on MnO2

Department of Chemistry, Faculty of Science, University of Hail, P.O. Box 2440, Hail 81451, Saudi Arabia

Received 6 September 2016; Revised 3 November 2016; Accepted 8 November 2016

Academic Editor: Sedat Yurdakal

Copyright © 2016 Hamed Alshammari. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. S. Mannam and G. Sekar, “CuCl catalyzed oxidation of aldehydes to carboxylic acids with aqueous tert-butyl hydroperoxide under mild conditions,” Tetrahedron Letters, vol. 49, no. 6, pp. 1083–1086, 2008. View at Publisher · View at Google Scholar · View at Scopus
  2. M. Lim, C. M. Yoon, G. An, and H. Rhee, “Environmentally benign oxidation reaction of aldehydes to their corresponding carboxylic acids using Pd/C with NaBH4 and KOH,” Tetrahedron Letters, vol. 48, no. 22, pp. 3835–3839, 2007. View at Publisher · View at Google Scholar · View at Scopus
  3. H. Alshammari, P. J. Miedziak, D. J. Morgan, D. W. Knight, and G. J. Hutchings, “Control of the selectivity in multi-functional group molecules using supported gold-palladium nanoparticles,” Green Chemistry, vol. 15, no. 5, pp. 1244–1254, 2013. View at Publisher · View at Google Scholar · View at Scopus
  4. H. Alshammari, P. J. Miedziak, S. Bawaked, D. W. Knight, and G. J. Hutchings, “Solvent-free liquid-phase oxidation of 1-hexene using supported gold catalysts,” ChemCatChem, vol. 4, no. 10, pp. 1565–1571, 2012. View at Publisher · View at Google Scholar · View at Scopus
  5. H. Alshammari, P. J. Miedziak, D. W. Knight, D. J. Willock, and G. J. Hutchings, “The effect of ring size on the selective oxidation of cycloalkenes using supported metal catalysts,” Catalysis Science & Technology, vol. 3, no. 6, pp. 1531–1539, 2013. View at Publisher · View at Google Scholar · View at Scopus
  6. H. Alshammari, P. J. Miedziak, T. E. Davies, D. J. Willock, D. W. Knight, and G. J. Hutchings, “Initiator-free hydrocarbon oxidation using supported gold nanoparticles,” Catalysis Science & Technology, vol. 4, no. 4, pp. 908–911, 2014. View at Publisher · View at Google Scholar · View at Scopus
  7. U. N. Gupta, N. F. Dummer, S. Pattisson et al., “Solvent-free aerobic epoxidation of dec-1-ene using gold/graphite as a catalyst,” Catalysis Letters, vol. 145, no. 2, pp. 689–696, 2015. View at Publisher · View at Google Scholar · View at Scopus
  8. C. Marsden, E. Taarning, D. Hansen et al., “Aerobic oxidation of aldehydes under ambient conditions using supported gold nanoparticle catalysts,” Green Chemistry, vol. 10, no. 2, pp. 168–170, 2008. View at Publisher · View at Google Scholar · View at Scopus
  9. V. R. Choudhary and D. K. Dumbre, “Solvent-free selective oxidation of primary alcohols-to-aldehydes and aldehydes-to-carboxylic acids by molecular oxygen over MgO-supported nano-gold catalyst,” Catalysis Communications, vol. 13, no. 1, pp. 82–86, 2011. View at Publisher · View at Google Scholar · View at Scopus
  10. E. Taarning, I. S. Nielsen, K. Egeblad, R. Madsen, and C. H. Christensen, “Chemicals from renewables: aerobic oxidation of furfural and hydroxymethylfurfural over gold catalysts,” ChemSusChem, vol. 1, no. 1-2, pp. 75–78, 2008. View at Publisher · View at Google Scholar · View at Scopus
  11. Y. Y. Gorbanev, S. K. Klitgaard, J. M. Woodley, C. H. Christensen, and A. Riisager, “Gold-catalyzed aerobic oxidation of 5-hydroxymethylfurfural in water at ambient temperature,” ChemSusChem, vol. 2, no. 7, pp. 672–675, 2009. View at Publisher · View at Google Scholar · View at Scopus
  12. O. Casanova, S. Iborra, and A. Corma, “Biomass into chemicals: aerobic oxidation of 5-hydroxymethyl-2-furfural into 2,5-furandicarboxylic acid with gold nanoparticle catalysts,” ChemSusChem, vol. 2, no. 12, pp. 1138–1144, 2009. View at Publisher · View at Google Scholar · View at Scopus
  13. T. Pasini, M. Piccinini, M. Blosi et al., “Selective oxidation of 5-hydroxymethyl-2-furfural using supported gold-copper nanoparticles,” Green Chemistry, vol. 13, no. 8, pp. 2091–2099, 2011. View at Publisher · View at Google Scholar · View at Scopus
  14. S. E. Davis, L. R. Houk, E. C. Tamargo, A. K. Datye, and R. J. Davis, “Oxidation of 5-hydroxymethylfurfural over supported Pt, Pd and Au catalysts,” Catalysis Today, vol. 160, no. 1, pp. 55–60, 2011. View at Publisher · View at Google Scholar · View at Scopus
  15. S. Biella, L. Prati, and M. Rossi, “Gold catalyzed oxidation of aldehydes in liquid phase,” Journal of Molecular Catalysis A: Chemical, vol. 197, no. 1-2, pp. 207–212, 2003. View at Publisher · View at Google Scholar · View at Scopus
  16. X. Wan, C. Zhou, J. Chen et al., “Base-free aerobic oxidation of 5-hydroxymethyl-furfural to 2,5-furandicarboxylic acid in water catalyzed by functionalized carbon nanotube-supported Au–Pd alloy nanoparticles,” ACS Catalysis, vol. 4, no. 7, pp. 2175–2185, 2014. View at Publisher · View at Google Scholar · View at Scopus
  17. S. Bawaked, N. F. Dummer, D. Bethell, D. W. Knight, and G. J. Hutchings, “Solvent-free selective epoxidation of cyclooctene using supported gold catalysts: an investigation of catalyst re-use,” Green Chemistry, vol. 13, no. 1, pp. 127–134, 2011. View at Publisher · View at Google Scholar · View at Scopus
  18. A. Wolf and F. Schüth, “A systematic study of the synthesis conditions for the preparation of highly active gold catalysts,” Applied Catalysis A: General, vol. 226, no. 1-2, pp. 1–13, 2002. View at Publisher · View at Google Scholar · View at Scopus
  19. F. Moreau and G. C. Bond, “Influence of the surface area of the support on the activity of gold catalysts for CO oxidation,” Catalysis Today, vol. 122, no. 3-4, pp. 215–221, 2007. View at Publisher · View at Google Scholar · View at Scopus
  20. D. W. Cameron and P. E. Schutz, “Dihydropyran derivatives from the dimerisation of crotonaldehyde,” Journal of the Chemical Society C: Organic, pp. 1801–1802, 1968. View at Publisher · View at Google Scholar
  21. D. I. Enache, J. K. Edwards, P. Landon et al., “Solvent-free oxidation of primary alcohols to aldehydes using Au-Pd/TiO2 catalyst,” Science, vol. 311, no. 5759, pp. 362–365, 2006. View at Publisher · View at Google Scholar · View at Scopus
  22. A. Abad, C. Almela, A. Corma, and H. García, “Unique gold chemoselectivity for the aerobic oxidation of allylic alcohols,” Chemical Communications, no. 30, pp. 3178–3180, 2006. View at Publisher · View at Google Scholar · View at Scopus
  23. J. K. Edwards, B. Solsona, E. N. N et al., “Switching off hydrogen peroxide hydrogenation in the direct synthesis process,” Science, vol. 323, no. 5917, pp. 1037–1041, 2009. View at Publisher · View at Google Scholar
  24. P. Miedziak, M. Sankar, N. Dimitratos et al., “Oxidation of benzyl alcohol using supported gold-palladium nanoparticles,” Catalysis Today, vol. 164, no. 1, pp. 315–319, 2011. View at Publisher · View at Google Scholar · View at Scopus
  25. J. A. Lopez-Sanchez, N. Dimitratos, P. Miedziak et al., “Au-Pd supported nanocrystals prepared by a sol immobilisation technique as catalysts for selective chemical synthesis,” Physical Chemistry Chemical Physics, vol. 10, no. 14, pp. 1921–1930, 2008. View at Publisher · View at Google Scholar · View at Scopus