Olefin oxygenation by the hydroperoxide adduct of a nonheme manganese(IV) complex: Epoxidations by a metallo-peracid produces gentle selective oxidations

Journal of the American Chemical Society

Volumn 127, Issue 49, 2005, Pages 17170-17171

  Yin, Guochuan ^a   Buchalova, Maria ^a   Danby, Andrew M ^a   Perkins, Chris M ^b   Kitko, David ^b   Carter, John D ^b   Scheper, William M ^b   Busch, Daryle H ^a  

^a UNIVERSITY OF KANSAS   (United States)

^b PROCTER AND GAMBLE COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACID; ALKENE; HYDROGEN PEROXIDE; HYDROPEROXIDE; LEWIS ACID; MANGANESE DERIVATIVE;

ARTICLE; CATALYSIS; DECOMPOSITION; EPOXIDATION; OXIDATION; OXYGEN TRANSPORT; OXYGENATION; REACTION ANALYSIS;

EID: 29044445526     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja055413k     Document Type: Article

References (22)

1. Special topic issue Bioinorganic Enzymology. Chem. Rev. 1996, 96, 2237.
2. (a) He, G.; Bruice, T. C. J. Am. Chem. Soc. 1991, 113, 2747.
3. (b) Caudle, M. T.; Roggs-Gelasco, P.; Gelasco, A.; Penner-Hahn, J.; Pecoraro, V. Inorg. Chem. 1996, 35, 3577.
4. Selected examples: (a) Garrison, J. M.; Bruice, T. C. J. Am. Chem. Soc. 1989, 111, 191.
5. (b) Adam, W.; Roschmann, K. J.; Saha-Moller, C. R.; Seebach, D. J. Am. Chem. Soc. 2002, 124, 5068.
6. (c) Groves, J. T.; Stern, M. K. J. Am. Chem. Soc. 1988, 110, 8628.
7. (d) Finney, N. S.; Pospisil, P. J.; Chang, S.; Palucki, M.; Konsler, R. G.; Hansen, K. B.; Jacobsen, E. N. Angew Chem., Int. Ed. Engl. 1997, 36, 1720.
8. (e) Collman, J. P.; Chien, A. S.; Eberspacher, T. A.; Brauman, J. I. J. Am. Chem. Soc. 2000, 122, 11098
9. (a) Bernadou, J.; Fabiano, A.; Meunier, B. J. Am. Chem. Soc. 1994, 116, 9375.
10. (b) Groves, J. T.; Lee, J.; Maria, S. S. J. Am. Chem. Soc. 1997, 119, 6269.
11. (a) Sheldon, R. A.; Kochi, J. K. Metal-Catalyzed Oxidation of Organic Compounds; Academic Press: New York, 1981; p 48.
12. (b) Xi, Z.; Zhou, N.; Sun, Y.; Li, K. Science 2001, 292, 1139.
13. Deubel, D. V.; Frenking, G.; Gisdakis, P.; Herrmann, W. A.; Rösch, N.; Sundermeyer, J. Acc. Chem. Res. 2004, 37, 645.
14. (a) Nam, W.; Ho, R.; Valentine, J. S. J. Am. Chem. Soc: 1991, 113, 7052.
15. (b) Kui, C.; Chen, K.; Kim, J.; Que, L., Jr. J. Am. Chem. Soc. 1997, 119, 5964.
16. (c) Collman, J. P.; Zeng, L.; Brauman, J. I. Inorg. Chem. 2004, 43, 2672.
17. (d) Newcomb, M.; Aebisher, D.; Shen, R.; Chandrasena, R. E. P.; Hollenberg, P. F.; Coon, M. J. J. Am. Chem. Soc. 2003, 125, 6064.
18. (e) Wadhwani, P.; Mukherjee, M.; Bandyopadhyay, D. J. Am. Chem. Soc. 2001, 123, 12430.
19. (f) Wang, S. H.; Mandimutsira, B. S.; Todd, R.; Ramdhanie, B.; Fox, J. P.; Goldberg, D. P. J. Am. Chem. Soc: 2004, 126, 18.
20. (g) Nam, W.; Baek, S. J.; Liao, K. I.; Valentine, J. S. Bull. Korean Chem. Soc: 1994, 15, 1112.
21. (a) Hubin, T. J.; McCormick, J. M.; Alcock, N. W.; Busch, D. H. Inorg. Chem. 2001, 40, 435.
22. (b) Yin, G.; McCormick, J. M.; Buchalova, M.; Danby, A. M.; Rodgers, K.; Smith, K.; Perkins, C.; Kitko, D.; Carter, J. D.; Scheper, W. M.; Busch, D. H. Inorg. Chem. Manuscript approved for submission.