Catalytic and electrocatalytic oxidation of organic substrates. Cerium as oxidant;Oxidações catalíticas e eletrocataliticas de substratos orgânicos. O cério como oxidante

Quimica Nova

Volumn 23, Issue 3, 2000, Pages 331-337

  Carrijo, Rosa Maria C ^a   Romero, José Ricardo ^b  

^a FEDERAL UNIVERSITY OF UBERLÂNDIA   (Brazil)

^b UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Catalytic oxidation; Cerium salts; Electrocatalytic oxidation

Indexed keywords

EID: 0009689260     PISSN: 01004042     EISSN: None     Source Type: Journal    
DOI: 10.1590/s0100-40422000000300010     Document Type: Article

References (82)

1. Gibbons, D. W; G. Pillay; J. Electrochem Soc. 1995, 142, 3596.
2. Fauvarque, J. F.; International Chemical Engineering 1994, 50.
3. Natale, N. R.; Org. Prep. Proced. Int. 1983, 15, 387.
4. Kagan, H. B.; Namy, J. L.; "In Handbook on the Physics and Chemistry of the Rare Earths", K. A. Gschneidner, L. Eyring, Eds.; Elsevier: Amsterdam 1984, p.525.
5. Kagan, H. B.; Namy, J. L.; Tetrahedron 1986, 42, 6573.
6. Kagan, H. B.; Inorg. Chim. Acta 1987, 140, 3.
7. Kagan, H. B.; Sasaki, M.; Collin, J.; J. Pure Appl. Chem. 1988, 60, 1725.
8. Molander, G. A.; "In The Chemistry of the Metal-Carbon Bond"; F. R. Hartley, Ed.; John Wiley & Sons: Chichester, 1989, 5, Cap. 8.
9. a) Kagan, H. B.; New J. Chem. 1990, 14, 453.
10. b) Solderquist, J. A.; Aldrichim. Acta 1991, 24, 15.
11. Degner, D.; "Organic Electrochemistry in Industry". In Steckhan, E., Ed.; Topics in Current Chemistry, vol. 148, 1, Springer-Verlag, Berlim, 1988.
12. Ho, T. L.; Synthesis 1973, 347.
13. Kagan, H. B.; Namy, J. L.; Tetrahedron 1986, 42, 6600.
14. Molander, G. A.; Chem. Rev. 1992, 92, 29.
15. Schmittel, M.; Top. Curr. Chem. 1994, 169, 183.
16. Torii, S.; "Electroorganic Synthesis Methods and Aplication"; Part I: Oxidations, Kodansha Ltd.; Tokio, 1985.
17. Eberson, L.; "Modern Synthetic Methods", John Wiley & Sons, Chichester 1980, 2, p. 23.
18. Ficher, F.; Organische Elektrochemie, Dresden, Vergal von Th. Steinkopf 1942, pp. 13ff., 75ff.
19. Jackson, C.; Kuhn, A. T.; Industrial Electrochemical Processes, Ed. A. T. Kuhn, Elsevier publ. Co., Amsterdan, 1971, pp. 513.
20. Clarke, R.; Kuhn, A. T.; Okoh, E.; Chem. Brit. 1975, 11, 59.
21. Bockris, J. O' M.; Minevski, Z. S.; Electrochim. Acta 1994, 39, 1471.
22. Wendt, H.; Electrochim. Acta 1984, 29, 1513.
23. Birkett, M. D.; Clarke, R. L.; Kuhn, A. T.; Chem. Werkblad 1977, 533.
24. th Meet. Electrochem. Soc., Abstr. n̊ 275 Washington 1976.
25. Zongsen, Y., Minbo, C.; Rare Earth Elements and Their Applications; Metallurgical Industry Press, Pequim 1995.
26. Moeller, T.; "The Chemistry of Lanthanides", Reinhold Publ., New York, 1963, p. 12-61.
27. Solderquist, J. A.; Aldrichim. Acta 1991, 24, 15.
28. Ho, T. L.; "Organic Synthesis by Oxidation With Metal Compounds", W. J. Mijs & C. R. H. I. de Jonge, Eds.; Plenum Press, New York, 1986, p. 569.
29. Baciocchi, E.; Ruzziconi, R.; "Free Radicals in Synthesis and Biology"; Minisci, F., Ed.; Kluwer Academic Publisher, Series C; Mathematical and Physical Sciences 1989, 260, p.155.
30. Wetzil, K.; "Handbook of Preparative Inorganic Chemistry"; G. Brauer, Ed.; Academic Press Inc., second edition, New York 1965, 2, p. 1133.
31. Beineke, T. A.; Delgaudio, J.; Inorg. Chem. 1968, 7, 715.
32. nd Edition, Oxford, 1994, p. 236.
33. Baciocchi, E.; Dalla Cort, A.; Eberson, L.; Mandolini, L.; Rol, C.; J. Org. Chem. 1986, 57, 4544.
34. Baciocchi, E.; Rol, C.; Mandolini, L.; Tetrahedron Lett. 1976, 3343.
35. Baciocchi, E.; Eberson, L.; Rol, C.; J. Org. Chem. 1982, 47, 5106.
36. Baciocchi, E.; Mandolini, L.; Rol, C.; J. Org. Chem. 1977, 42, 3682.
37. Trahanovsky, W. S.; Young, L. B.; J. Org. Chem. 1965, 31, 2033.
38. Syper, L.; Tetrahedron Lett. 1966, 4493.
39. Trahanovsky, W. S.; Young, L. B.; Brwon, G. L.; J. Org. Chem. 1967, 32, 3865.
40. Young, L. B.; Trahanovsky, W. S.; J. Org. Chem. 1967, 32, 2349.
41. Trahanovsky, W. S.; Young, L. H.; Bierman, M. H.; J. Org. Chem. 1969, 34, 869.
42. Hatanaka, Y.; Imamoto, T.; Yokoyama, M.; Tetrahedron Lett. 1983, 24, 2399.
43. Soucy, P.; Ho, T. L.; Deslongchamps, P.; Can. J. Chem. 1972, 50, 2047.
44. Ho, T. L.; Hall, T. W.; Wong, C. M.; Synthesis 1973, 206.
45. Periasamy, M.; Bhatt, M. V.; Synthesis 1977, 330.
46. Skarzewski, J.; Tetrahedron 1984, 40, 4997.
47. Dehmlow, E. V.; Makrandi, J. K.; J. Chem. Research (S) 1986, 36.
48. Ramaswamy, R.; Venkatachalapathy, M. S.; Udupa, H. V. K.; Bull. Chem. Soc. Japan 1962, 35, 1751.
49. Torii, S.; Tanaka, H.; Inokuchi, T.; Nakane, S.; Akada, M.; Saito, N.; Sirakawa, T.; J. Org. Chem. 1982, 47, 1647.
50. Marroco, M.; Brilmyer, G.; J. Org. Chem. 1983, 45,1487.
51. Kreh, R. P.; Spotnitz, R. M.; J. T. Lundquist, Tetrahedron Lett. 1987, 28, 1067.
52. Kreh, R. P.; Spotnitz, R. M.; Lundquist, J. T.; J. Org. Chem. 1989, 54, 1526.
53. Spotnitz, R. M.; Kreh, R. P.; Lundquist, J. T.; Press, P. J.; J. App. Electrochem. 1990, 20, 209.
54. Morita, M.; Masatani, T.; Matsuda, Y.; Bull Chem. Soc. Jpn. 1993, 66, 2747.
55. Bouchard, P.; Velin, A.; Proceedings of the Second Internacional Synposium on Electroorganic Synthesis, Kurashiki and pre-Synposium on novel Aspects of Elcctrogenerated Active Species, Okayama, 1994, 271.
56. Trahanovsky, W. S.; Young, L. H.; J. Org. Chem. 1966, 31, 2033.
57. a) Iamamura, J.; Yuki Gusei Kagaku Kyokaishi 1979, 37, 667.
58. b) Iamamura, H.; Onisawa, K.; Yoshimoto, T.; Japanese Patent 7882734.
59. c) Matsuda, T.; Shirafuji, T.; Murata, Y.; Japanese Patent 7959242.
60. Kramer, K.; Robertson, P. M.; Ibl, N.; J. Appl. Electrochem. 1980, 10, 29.
61. Shendon, R. A.; Kochi, J. K.; "Metal-catalyzed Oxidations of Organic Compounds", Academic Press, New York, 1981.
62. Ho, T. L.; Synthesis 1978, 936.
63. Tomioka, H.; Oshima, K.; Nozaki, H.; Tetrahedron Lett. 1982, 23, 5, 539.
64. Kanemoto, S.; Tomioka, H.; Oshima, K.; Nozaki, H.; Bull. Chem. Soc. Jpn. 1986, 59, 105.
65. Iranpoor, N.; Mothaghineghad, E.; Tetrahedron 1994, 50, 6, 1859.
66. Iranpoor, N.; Kreh, R. P.; Mothaghineghad, E.; Tetrahedron 1994, 50, 7299.
67. Hatanaka, Y.; Imamoto, T.; Yokoyama, M.; Tetrahedron Lett. 1983, 24, 23, 2399.
68. Rodin, M. A.; Belestskaya, I. P.; Makhon'kov, D. T.; Izv. Akad. Nauk. SSSR1 1984, 218.
69. Firouzabadi, H.; Iranpoor, N.; Synth. Comm. 1984, 14, 875.
70. Lavagnoli, L. V.; Navarro, M.; De Giovani, W. F.; Romero, J. R.; Quím. Nova 1995, 18, 157.
71. Lavagnoli, L. V.; Madurro, J. M.; Romero, J. R.; Quím. Nova 1998, 21, 731.
72. Morita, M.; Kitamura, S.; Ishikawa, M.; Matsuda, Y.; Electroanalysis 1996, 8, 626.
73. Morita, M.; Kitamura, S.; Ishikawa, M.; Matsuda, Y.; Denki Kagaku 1997, 65, 490.
74. Murray, R. W.; Electroanalytical Chemistry (Ed: A. J. Bard), vol. 13, Marcel Dekker, New York, 1984, p. 191.
75. Ho. T. L.; Synth.Commun. 1979, 9, 237.
76. Riley, D. P.; Smith, M. R.; Correa, P. E.; J. Am. Chem. Soc. 1988, 110, 177.
77. Cho, L. Y.; Romero, J. R.; Tetrahedron Lett. 1995, 36, 8757.
78. Cho, L. Y.; Romero, J. R.; Quím. Nova 1998, 21, 2, 144.
79. Cho, L. Y.; Madurro, J. M.; Romero, J. R.; J. Catal. 1999, 186, 31.
80. Kaba, L.; Hitchens, G. D.; Bockris, J. O' M.; J. Electrochem. Soc. 1990, 737, 1341.
81. Nzikou, J. M.; Aurousseau, M.; Lapicqui, F.; J. Apl. Electrochem. 1995, 25, 967.
82. Hoffmann, P.; Roizard, C.; Lapicque, F.; Venot, S.; Maire, A.; Process Safety and Environmental Protection 1997, 75, 43.