Kinetics and mechanism of oxidation reactions of porphyrin-iron(IV)-oxo intermediates

Inorganic Chemistry

Volumn 46, Issue 16, 2007, Pages 6767-6774

  Pan, Zhengzheng ^a   Newcomb, Martin ^a  

^a UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONITRILE; ACETONITRILE DERIVATIVE; ALCOHOL DERIVATIVE; CATION; IRON; OXIDIZING AGENT; OXYGEN; PORPHYRIN;

ARTICLE; CHEMICAL MODEL; CHEMISTRY; ELECTROCHEMISTRY; KINETICS; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; THERMODYNAMICS;

ACETONITRILES; ALCOHOLS; CATIONS; ELECTROCHEMISTRY; IRON; KINETICS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL; OXIDANTS; OXYGEN; PORPHYRINS; THERMODYNAMICS;

EID: 34548050206     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic700395j     Document Type: Article

References (39)

1. Cytochrome P450 Structure, Mechanism, and Biochemistry, 3rd ed.; Ortiz de Montellano, P. R., Ed.; Kluwer: New York, 2005.
2. Dawson, J. H. Science 1988, 240, 433-439.
3. Sono, M.; Roach, M. P.; Coulter, E. D.; Dawson, J. H. Chem. Rev. 1996, 96, 2841-2887.
4. Denisov, I. G.; Makris, T. M.; Sligar, S. G.; Schlichting, I. Chem. Rev. 2005, 105, 2253-2277.
5. Metalloprophyrins in Catalytic Oxidations; Sheldon, R. A. Ed.; Marcel Dekker: New York, 1994.
6. Meunier, B. Chem. Rev. 1992, 92, 1411-1456.
7. Makris, T. M.; von Koenig, K.; Schlichting, I.; Sligar, S. G. J. Inorg. Biochem. 2006, 100, 507-518.
8. Dolphin, D.; Traylor, T. G.; Xie, L. Y. Acc. Chem. Res. 1997, 30, 251-259.
9. Lee, W. A.; Calderwood, T. S.; Bruice, T. C. Proc. Natl. Acad. Sci. U.S.A. 1985, 82, 4301-4305.
10. Lim, M. H.; Lee, Y. J.; Goh, Y. M.; Nam, W.; Kim, C. Bull. Chem. Soc. Jpn. 1999, 72, 707-713.
11. Nam, W.; Park, S. E.; Lim, I. K.; Lim, M. H.; Hong, J. K.; Kim, J. J. Am. Chem. Soc. 2003, 125, 14674-14675.
12. Groves, J. T.; Gross, Z.; Stern, M. K. Inorg. Chem. 1994, 33, 5065-5072.
13. Groves, J. T.; Stern, M. K. J. Am. Chem. Soc. 1988, 110, 8628-8638.
14. Zhang, R.; Horner, J. H.; Newcomb, M. J. Am. Chem. Soc. 2005, 127, 6573-6582.
15. Groves, J. T.; Kruper, W. J., Jr.; Haushalter, R. C.; Butler, W. M. Inorg. Chem. 1982, 21, 1363-1368.
16. Nam, W. Acc. Chem. Res. [Online early access]. DOI: 10.1021/ar700027f. Published Online: May 01, 2007.
17. Zhang, R.; Newcomb, M. J. Am. Chem. Soc. 2003, 125, 12418-12419.
18. Pan, Z.; Zhang, R.; Newcomb, M. J. Inorg. Biochem. 2006, 100, 524-532.
19. Pan, Z.; Zhang, R.; Fung, L. W.-M.; Newcomb, M. Inorg. Chem. 2007, 46, 1517-1519.
20. Zhang, R.; Nagraj, N.; Lansakara-P., D. S. P.; Hager, L. P.; Newcomb, M. Org. Lett. 2006, 8, 2731-2734.
21. Adler, A. D.; Longo, F. R.; Kampas, F.; Kim, J. J. Inorg. Nucl. Chem. 1970, 32, 2443-2445.
22. Cheng, R. J.; Latos-Grazynski, L.; Balch, A. L. Inorg. Chem. 1982, 21, 2412-2418.
23. Woon, T. C.; Shirazi, A.; Bruice, T. C. Inorg. Chem. 1986, 25, 3845-3846.
24. Yamaguchi, K.; Watanabe, Y.; Morishima, I. J. Am. Chem. Soc. 1993, 115, 4058-4065.
25. Balch, A. L.; Chan, Y. W.; Cheng, R. J.; La Mar, G. N.; Latos-Grazynski, L.; Renner, M. W. J. Am. Chem. Soc. 1984, 106, 7779-7785.
26. Groves, J. T.; Quinn, R.; McMurry, T. J.; Nakamura, M.; Lang, G.; Boso, B. J. Am. Chem. Soc. 1985, 107, 354-360.
27. Bell, S. E. J.; Cooke, P. R.; Inchley, P.; Leanord, D. R.; Lindsay Smith, J. R.; Robbins, A. J. Chem. Soc., Perkin Trans. 1991, 2, 549-559.
28. Machii, K.; Watanabe, Y.; Morishima, I. J. Am. Chem. Soc. 1995, 117, 6691-6697.
29. Ghiladi, R. A.; Kretzer, R. M.; Guzei, I.; Rheingold, A. L.; Neuhold, Y. M.; Hatwell, K. R.; Zuberbuhler, A. D.; Karlin, K. D. Inorg. Chem. 2001, 40, 5754-5767.
30. Fujii, H. J. Am. Chem. Soc. 1993, 115, 4641-4648.
31. McMillen, D. F.; Golden, D. M. Ann. Rev. Phys. Chem. 1982, 33, 493-532.
32. Zhang, R.; Yu, W. Y.; Lai, T. S.; Che, C. M. Chem. Commun. 1999, 1791-1792.
33. Oh, N. Y.; Suh, Y.; Park, M. J.; Seo, M. S.; Kim, J.; Nam, W. Angew. Chem., Int. Ed. 2005, 44, 4235-4239.
34. Jiang, X.-K. Acc. Chem. Res. 1997, 30, 283-289.
35. Groves, J. T.; Watanabe, Y. J. Am. Chem. Soc. 1986, 108, 507-508.
36. Song, W. J.; Ryu, Y. O.; Song, R.; Nam, W. J. Biol. Inorg. Chem. 2005, 10, 294-304.
37. Guo, G. H. X.; Sun, S. S. X.; Ji, G. Z.; Jiang, X.-K. J. Chem. Res., Synop. 1993, 166-167.
38. Jiang, X.-K.; Liu, W. W. Z.; Wu, S. H. J. Phys. Org. Chem. 1994, 7, 96-104.
39. Jiang, X.-K.; Liu, W. W. Z.; Wu, S. H. Tetrahedron 1994, 50, 7503-7512.