Silica-immobilized chromium colloids for cyclohexane autoxidation

Angewandte Chemie - International Edition

Volumn 45, Issue 45, 2006, Pages 7584-7588

  Breynaert, Eric ^a   Hermans, Ive ^a   Lambie, Bert ^a   Maes, Guido ^a   Peeters, Jozef ^a   Maes, André ^a   Jacobs, Pierre ^a  

^a UNIVERSITY OF LEUVEN   (Belgium)

Author keywords

Autoxidation; Chromium; Colloids; Radicals; Supported catalysts

Indexed keywords

CATALYST ACTIVITY; CHROMIUM; COLLOIDS; COLUMN CHROMATOGRAPHY; SILICA GEL;

AUTOXIDATION; CYCLOHEXANONE (QO); RADICALS; SUPPORTED CATALYSTS;

OXIDATION;

EID: 33845232620     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200602736     Document Type: Article

References (44)

1. U. Schuchardt, D. Cardoso, R. Sercheli, R. Pereira, R. S. da Cruz, M. C. Guerreiro, D. Mandelli, E. V. Spinacé, E. L. Pires, Appl. Catal. A 2001, 211, 1.
2. a) T. Maschmeyer, R. D. Oldroyd, G. Sankar, J. M. Thomas, I. J. Shannon, J. A. Klepetko, A. F. Masters, J. K. Beattie, C. R. Catlow, Angew. Chem. 1997, 109, 1713;
3. Angew. Chem. Int. Ed. Engl. 1997, 36, 1639;
4. b) V. Kesavan, P. S. Sivanand, S. Chandrasekaran, Y. Koltypin, A. Gedanken, Angew. Chem. 1999, 111, 3729;
5. Angew. Chem. Int. Ed. 1999, 38, 3521.
6. R. A. Sheldon, J. K. Kochi, Metal-Catalyzed Oxidations of Organic Compounds, Academic Press, New York, 1981.
7. G. Franz, R. A. Sheldon in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2000.
8. S. Bhaduri, D. Mukesh, Homogeneous Catalysis: Mechanisms and Industrial Applications, Wiley, New York, 2000.
9. N. M. Emanuel, Z. K. Maizus, I. P. Skibida, Angew. Chem. 1969, 81, 91;
10. Angew. Chem. Int. Ed. Engl. 1969, 8, 97.
11. D. L. Vanoppen, D. E. De Vos, M. J. Genet, P. G. Rouxhet, P. A. Jacobs, Angew. Chem. 1995, 107, 637;
12. Angew. Chem. Int. Ed. Engl. 1995, 34, 560.
13. M. Nowotny, L. N. Pedersen, U. Hanefeld, T. Maschmeyer, Chem. Eur. J. 2002, 8, 3724.
14. I. Hermans, P. A. Jacobs, J. Peeters, Chem. Eur. J. 2006, 12, 4229.
15. I. Hermans, T. L. Nguyen, P. A. Jacobs, J. Peeters, ChemPhys-Chem 2005, 6, 637.
16. I. Hermans, P. A. Jacobs, J. Peeters, J. Mol. Catal. A 2005, 251, 221.
17. I. Hermans, P. A. Jacobs, J. Peeters, ChemPhysChem 2006, 7, 1142.
18. L. Vereecken, T. L. Nguyen, I. Hermans, J. Peeters, Chem. Phys. Lett. 2004, 393, 432.
19. R. A. Sheldon, M. Wallau, I. W. C. E. Arends, U. Schuchardl, Acc. Chem. Res. 1998, 31, 485.
20. B. M. Weckhuysen, R. A. Schoonheydl, Zeolites 1994, 14, 360.
21. J. Kornalowski, G. Zadrozna, M. Rozwadowski, B. Zibrowius, F. Marlow, J. A. Lercher, Chem. Mater. 2001, 13, 4447.
22. A. M. Baele, D. Grandjean, J. Kornalowski, P. Glalzel, F. M. F. de Grool, B. M. Weckhuysen, J. Phys. Chem. B 2006, 110, 716.
23. A. K. Sinha, K. Suzuki, Angew. Chem. 2005, 117, 275;
24. Angew. Chem. Int. Ed. 2005, 44, 271.
25. See, for example: I. C. Chisem, J. Rafelt, M. T. Shieh, J. Chisem, J. H. Clark, R. Jachuck, D. Macquarrie, C. Ramshaw, K. Scott, Chem. Commun. 1998, 1949.
26. E. Breynaert, A. Maes, Anal. Chem. 2005, 77, 5048.
27. S. Music, M. Maljkovic, S. Popovic, R. Trojko, Croat. Chem. Acta 1999, 72, 789, and references therein.
28. See, for example: a) T. Tsuzuki, P. G. McCormick, Acta Mater. 2000, 48, 2795;
29. b) M. Ocaña, J. Eur. Ceram. Soc. 2001, 21, 931;
30. c) M. Bañobre-López, C. Väzquez, J. Rivas, M. A. López-Quintela, Nanotechnology 2003, 14, 318;
31. d) M. V. Borysenko, V. M. Bogatyrov, E. N. Poddenezhny, A. A. Boiko, A. A. Chuiko, J. Sol-Gel Sci. Technol. 2004, 32, 327;
32. e) D.-W. Kim, S.-I. Shin, J.-D. Lee, S.-G. Oh, Mater. Lett. 2004, 58, 1894;
33. f) W. S. Zhang, E. Brück, Z. D. Zhang, O. Tegus, W. F. Li, P. Z. Si, D. Y. Geng, K. H. J. Buschow, Phys. B 2005, 358, 332.
34. B. M. Weckhuysen, I. E. Wachs, R. A. Schoonheydl, Chem. Rev. 1996, 96, 3327.
35. See Supporting Information.
36. H. Stünzi, W. Marty, Inorg. Chem. 1983, 22, 2145.
37. [27] The pH value of 4.68 is above that of our synthesis (4.0), and more than twice that of the point of zero charge (PZC), determined to be 2.12 by potentiometric titration.
38. H. H. Tran, F. A. Roddick, J. A. O'Donnell, Water Res. 1999, 33, 2992.
39. B. M. Weckhuysen, R. A. Schoonheydt, F. E. Mabbs, D. Collison, J. Chem. Soc. Faraday Trans. 1996, 92, 2431.
40. -1, a loading of 5 mg Cr per g support would induce only a negligible increase in surface area.
41. W. Buijs, R. Raja, J. M. Thomas, H. Wolters, Catal. Lett. 2003, 91, 253.
42. P. G. Harrison, N. C. Lloyd, W. Daniell, J. Phys. Chem. B 1998, 102, 10672, and references therein.
43. The Cr speciation in solution was modeled using PHREEQC, in combination with the Lawrence Livermore National Library (LLNL 85 2005-02-02) database; precipitation was disabled during the modeling because of the slow kinetics. http:// www.geo.vu.nl/users/posv/phreeqc/index.html (PHREEQC for Windows, version 2.12.04 built using PREEQC 2.12.1-669).
44. 3 (2 mL), and HCl (1 mL).