Anchoring Tri(8-Quinolinolato)Iron Onto Sba-15 for Partial Oxidation of Benzyl Alcohol Using Water as the Solvent

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Tri(8-quinolinolato)iron complex immobilized onto SBA-15 catalyst has been synthesized through a stepwise procedure. The characterization results indicated that the BET surface area, total pore volume and average pore width decrease after stepwise modification of SBA-15, while the structure keeps intact. Catalytic tests showed that FeQ3-SBA-15 catalyzes the oxidation reaction well with 34.8% conversion of benzyl alcohol and 74.7% selectivity to benzaldehyde when water is used as the solvent after 1 h reaction. In addition, homogeneous catalyst tri(8-quinolinolato)iron exhibits very bad catalytic behavior using water as the solvent.

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  • 1. Prakash S. Charan C. Singh A.K. & Shahi V.K. (2013). Mixed metal nanoparticles loaded catalytic polymer membrane for solvent free selective oxidation of benzyl alcohol to benzaldehyde in a reactor. Appl. Catal. B: Environ. 132 62-69. DOI: 10.1016/j.apcatb.2012.11.001.

  • 2. Yu X. Huo Y. Yang J. Chang S. Ma Y. & Huang W. (2013). Reduced graphene oxide supported Au nanoparticles as an efficient catalyst for aerobic oxidation of benzyl alcohol. Appl. Surf. Sci. 280 450-455. DOI: 10.1016/j.apsusc.2013.05.008.

  • 3. Spasiano D. Prieto Rodriguez L.D.P. Carbajo Olleros J. Malato S. Marotta R. & Andreozzi R. (2013). TiO2/Cu(II) photocatalytic production of benzaldehyde from benzyl alcohol in solar pilot plant reactor. Appl. Catal. B: Environ. 136 56-63. DOI: 10.1016/j.apcatb.2013.01.055.

  • 4. Pillai U.R. & Sahle-Demessie E. (2004). Selective oxidation of alcohols over vanadium phosphorus oxide catalyst using hydrogen peroxide. Appl. Catal. B: Gen. 276(1-2) 139-144. DOI: 10.1016/j.apcata.2004.07.052.

  • 5. Wang X. Wu G. Li J. Zhao N. Wei W. & Sun Y. (2007). Surface-modified improvement in catalytic performance of Cr(salen) complexes immobilized on MCM-41 in solvent-free selective oxidation of benzyl alcohol. Catal. Lett. 119 (1-2) 87-94. DOI: 10.1007/s10562-007-9197-3.

  • 6. Habibi D. & Faraji A.R. (2013). Synthesis characterization and application of a nano-manganese-catalyst as an efficient solid catalyst for solvent free selective oxidation of ethylbenzene cyclohexene and benzylalcohol. Appl. Surf. Sci. 276 487-496. DOI: 10.1016/j.apsusc.2013.03.121.

  • 7. Spasiano D. Marotta R. Di Somma I. Andreozzi R. & Caprio V. (2013). Fe(III)-photocatalytic partial oxidation of benzyl alcohol to benzaldehyde under UV-solar simulated radiation. Photochem. Photobiol. Sci. 12 (11) 1991-2000. DOI: 10.1039/c3pp50210d.

  • 8. Pathan S. & Patel A. (2013). Solvent free clean selective oxidation of alcohols catalyzed by mono transition metal (Co Mn Ni)-substituted Keggin-phosphomolybdates using hydrogen peroxide. Appl. Catal. B: Gen. 459 59-64. DOI: 10.1016/j. apcata.2013.03.044.

  • 9. Zhao G. Deng M. Jiang Y. Hu H. Huang J. & Lu Y. (2013). Microstructured Au/Ni-fiber catalyst: Galvanic reaction preparation and catalytic performance for low-temperature gas- -phase alcohol oxidation. J. Catal. 301 46-53. DOI: 10.1016/j. jcat.2013.01.020.

  • 10. Shilpa M.L. & Gayathri V. (2013). Liquid-phase catalytic oxidation of organic substrates by a recyclable polymer-supported copper(II) complex. Transit. Metal Chem. 38 (6) 705-713. DOI: 10.1007/s11243-013-9740-6.

  • 11. Zhang Q. Cai S. Li L. Chen Y. Rong H. Niu Z. & Li Y. (2013). Direct Syntheses of Styryl Ethers from Benzyl Alcohols via Ag Nanoparticle-Catalyzed Tandem Aerobic Oxidation. ACS Catal. 3 (7) 1681-1684. DOI: 10.1021/cs400295h.

  • 12. Sharma P. Darabdhara G. Reddy T.M. Borah A. Bezboruah P. Gogoi P. & Das M.R. (2013). Synthesis characterization and catalytic application of Au NPs-reduced graphene oxide composites material: an eco-friendly approach. Catal. Commun. 40 139-144. DOI: 10.1016/j.catcom.2013.06.021.

  • 13. Sousa S.C.A. Bernardo J.R. Florindo P.R. & Fernandes A.C. (2013). Efficient and selective oxidation of alcohols catalyzed by oxo-rhenium complexes. Catal. Commun. 40 134-138. DOI: 10.1016/j.catcom.2013.06.012.

  • 14. Al Badran F. Awdry S. & Kolaczkowski S.T. (2013). Development of a continuous fl ow reactor for pharmaceuticals using catalytic monoliths: Pt/C selective oxidation of benzyl alcohol. Catal. Today 216 229-239. DOI: 10.1016/j. cattod.2013.04.017.

  • 15. Friedrich H.B. Khan F. Singh N. & van Staden M. (2001). The Ru-Cu-Al-hydrotalcite-catalysed oxidation of alcohols to aldehydes or ketones. Synlett 2001 (6) 869-871. DOI: 10.1055/s-2001-14595.

  • 16. Feng J. Ma C. Miedziak P.J. Edwards J.K. Brett G.L. Li D. & Hutchings G.J. (2013). Au-Pd nanoalloys supported on Mg-Al mixed metal oxides as a multifunctional catalyst for solvent-free oxidation of benzyl alcohol. Dalton Trans. 42 (40) 14498-14508. DOI: 10.1039/c3dt51855h.

  • 17. Mandal S. Santra C. Bando K.K. James O.O. Maity S. Mehta D. & Chowdhury B. (2013). Aerobic oxidation of benzyl alcohol over mesoporous Mn-doped ceria supported Au nanoparticle catalyst. J. Mol. Catal. A: Chem. 378 47-56. DOI: 10.1016/j.molcata.2013.05.011.

  • 18. Dong J.J. Unjaroen D. Mecozzi F. Harvey E.C. Saisaha P. Pijper D. & Browne W.R. (2013). Manganese-Catalyzed Selective Oxidation of Aliphatic C-H groups and Secondary Alcohols to Ketones with Hydrogen Peroxide. ChemSusChem 6 (9) 1774-1778. DOI: 10.1002/cssc.201300378.

  • 19. Ravat V. Nongwe I. Meijboom R. Bepete G. & Coville N.J. (2013). Pd on boron-doped hollow carbon spheres - PdO particle size and support effects. J. Catal. 305 (0) 36-45. DOI:

  • 20. Liu C. Tang S. & Lei A. (2013). Oxidant controlled Pd-catalysed selective oxidation of primary alcohols. Chem. Commun. 49 (13) 1324-1326. DOI: 10.1039/C2CC38086B.

  • 21. Cui W. Zhu H. Jia M. Ao W. Zhang Y. & Zhaorigetu B. (2013). One-pot synthesis of imines from benzyl alcohol and amines on Au/ZrO2 catalyst. React. Kinet. Mech. Catal. 109 (2) 551-562. DOI: 10.1007/s11144-013-0576-z.

  • 22. Liu C. Tang S. & Lei A. (2013). Oxidant controlled Pd-catalysed selective oxidation of primary alcohols. Chem. Commun. 49 (13) 1324-1326. DOI: 10.1039/c2cc38086b.

  • 23. Liu B. Liu H. Wang C. Liu L. Wu S. Guan J. & Kan Q. (2012). Exploration of acid-base geometric infl uence on cooperative activation for aldol reaction. Appl. Catal. A: Gen. 443 1-7. DOI: 10.1016/j.apcata.2012.06.020.

  • 24. Li Z. Liu L. Hu J. Liu H. Wu S. Huo Q. & Kan Q. (2012). Epoxidation of styrene with molecular oxygen catalyzed by a novel oxovanadium(IV) catalyst containing two different kinds of ligands. Appl. Organometal. Chem. 26 (5) 252-257. DOI: 10.1002/aoc.2861.

  • 25. Rimoldi M. Fodor D. van Bokhoven J.A. & Mezzetti A. (2013). A stable 16-electron iridium(iii) hydride complex grafted on SBA-15: a single-site catalyst for alkene hydrogenation. Chem. Commun. 49 (96) 11314-6. DOI: 10.1039/c3cc47296e.

  • 26. Canilho N. Jacoby J. Pasc A. Carteret C. Dupire F. Stebe M.J. & Blin J.L. (2013). Isocyanate-mediated covalent immobilization of Mucor miehei lipase onto SBA-15 for transesterification reaction. Colloid Surface B 112 139-45. DOI: 10.1016/j.colsurfb.2013.07.024.

  • 27. Massah A.R. Kalbasi R.J. & Kaviyani S. (2013). Synthesis characterization and application of a manganese Schiff base complex containing salicylaldehyde-poly(vinylamine)/ SBA-15 as a novel heterogeneous hybrid catalyst. RSC Adv. 3 (31) 12816-12825. DOI: 10.1039/c3ra22579h.

  • 28. Erdem B. Erdem S. Oksuzoglu R.M. & Citak A. (2013). High-surface-area SBA-15-SO3H with enhanced catalytic activity by the addition of poly(ethylene glycol). J. Porous Mat. 20 (5) 1041-1049. DOI: 10.1007/s10934-013-9685-3.

  • 29. Alavi S. Hosseini-Monfared H. & Siczek M. (2013). A new manganese(III) complex anchored onto SBA-15 as efficient catalyst for selective oxidation of cycloalkanes and cyclohexene with hydrogen peroxide. J. Mol. Catal. A: Chem. 377 16-28. DOI: 10.1016/j.molcata.2013.04.013.

  • 30. Ma Z. Wang X. Wei S. Yang H. Zhang F. Wang P. & Ma J. (2013). Cu (I) immobilized on functionalized SBA-15: A recyclable catalyst for the synthesis of 13-diynes using terminal alkynes without base. Catal. Commun. 39 24-29. DOI: 10.1016/j.catcom.2013.04.012.

  • 31. Zhao D. Huo Q. Feng J. Chmelka B.F. & Stucky G. D. (1998). Nonionic Triblock and Star Diblock Copolymer and Oligomeric Surfactant Syntheses of Highly Ordered Hydrothermally Stable Mesoporous Silica Structures. J. Am. Chem. Soc. 120 (24) 6024-6036. DOI: 10.1021/ja974025i.

  • 32. Wu Z.Y. Wang H.J. Zhuang T.T. Sun L.B. Wang Y.M. & Zhu J.H. (2008). Multiple Functionalization of Mesoporous Silica in One-Pot: Direct Synthesis of Aluminum-Containing Plugged SBA-15 from Aqueous Nitrate Solutions. Adv. Funct. Mater. 18 (1) 82-94. DOI: 10.1002/adfm.200700706.

  • 33. Yang Y. Ding H. Hao S. Zhang Y. & Kan Q. (2011). Iron(III) cobalt(II) and copper(II) complexes bearing 8-quinolinol encapsulated in zeolite-Y for the aerobic oxidation of styrene. Appl. Organometal. Chem. 25 (4) 262-269. DOI: 10.1002/aoc.1752.

  • 34. Mahdavi V. & Mardani M. (2012). Selective oxidation of benzyl alcohol with tert-butylhydroperoxide catalysed via Mn (II) 2 2-bipyridine complexes immobilized over the mesoporous hexagonal molecular sieves (HMS). J. Chem. Sci. 124 (5) 1107-1115. DOI: 10.1007/s12039-012-0307-4.

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