Alkyne oxidation by nonheme iron catalysts and hydroperoxides

Inorganic Chemistry Communications

Volumn 7, Issue 4, 2004, Pages 534-537

  Ryu, Ju Yeon ^a   Heo, Soonyoung ^b   Park, Philsung ^b   Nam, Wonwoo ^a   Kim, Jinheung ^b  

^a Ewha Womans University   (South Korea)

^b Changwon National University   (South Korea)

Author keywords

Alkyne oxidation; Hydroperoxide; Nonheme iron complex; Oxygen activation

Indexed keywords

ACETYLENE; ACETYLENE DERIVATIVE; ALKYNE; ALKYNE DERIVATIVE; DIKETONE; HYDROGEN PEROXIDE; HYDROPEROXIDE; IRON COMPLEX; NONHEME IRON PROTEIN; OXYGEN; TERT BUTYL HYDROPEROXIDE;

AEROBIC METABOLISM; ANAEROBIC METABOLISM; ARTICLE; CATALYSIS; CATALYST; INORGANIC CHEMISTRY; OXIDATION; QUANTUM YIELD; REACTION ANALYSIS; STATISTICAL SIGNIFICANCE;

EID: 1642375677     PISSN: 13877003     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.inoche.2004.02.010     Document Type: Article

References (26)

1. Que L. Jr., Tolman W.B. Angew. Chem. Int. Ed. Engl. 41:2002;1114.
2. Bugg T.D.H. Curr. Opin. Chem. Biol. 5:2001;550.
3. Costas M., Chen K., Que L. Jr. Coord. Chem. Rev. 200-202:2000;517.
4. Solomon E.I., Brunold T.C., Davis M.I., Kemsley J.N., Lee S.-K., Lehnert N., Neese F., Skulan A.J., Yang Y.-S., Zhou J. Chem. Rev. 100:2000;235.
5. Fontecave M., Menage S., Duboc-Toia C. Coord. Chem. Rev. 178-180:1998;1555.
6. Chen K., Costas M., Kim J., Tipton A.K., Que L. Jr. J. Am. Chem. Soc. 124:2002;3026.
7. Costas M., Que L. Jr. Angew. Chem. Int. Ed. Engl. 41:2002;2179.
8. Ryu J.Y., Kim J., Costas M., Chen K., Nam W., Que L. Jr. Chem. Commun. 2002;1288.
9. Chen K., Que L. Jr. J. Am. Chem. Soc. 123:2001;6327.
10. White M.C., Doyle A.G., Jacobsen E.N. J. Am. Chem. Soc. 123:2001;7194.
11. Chen K., Que L. Jr. Angew. Chem. Int. Ed. Engl. 38:1999;2227.
12. Che C.-M., Yu W.-Y., Chan P.-M., Cheng W.-C., Peng S.-M., Lau K.-C., Li W.-K. J. Am. Chem. Soc. 122:2000;11380.
13. Li P., Cheong F.H., Chao L.C.F., Lin Y.H., Williams I.D. J. Mol. Catal. A: Chem. 145:1999;111.
14. Sakaguchi S., Takase T., Iwahama T., Ishii Y. Chem. Commun. 1998;2037.
15. Rihter B., SriHari S., Hunter S., Masnovi J. J. Am. Chem. Soc. 115:1993;3918.
16. Lee Y.J., Goh Y.M., Han S.-Y., Kim C., Nam W. Chem. Lett. 1998;837.
17. Nam W., Goh Y.M., Lee Y.J., Lim M.H., Kim C. Inorg. Chem. 1999;3238.
18. The product yields and product distributions obtained in the oxidation of alkynes by 2 and t -BuOOH were similar to those obtained in the reactions of 1 and t -BuOOH.
19. The result that diketones were yielded as products in the oxidation of alkynes by 1 and t -BuOOH is different from the previous observations that α,β -acetylenic ketones and alcohols were the only products yielded in the oxidation of alkynes by metal catalysts and t -BuOOH.
20. Perollier C., Sorokin A.B. Chem. Commun. 2002;1548.
21. Li P., Fong W.M., Chao L.C.F., Fung S.H.C., Williams I.D. J. Org. Chem. 66:2001;4087.
22. Ingold K.U., MacFaul P.A. Meunier B. Biomimetic Oxidations Catalyzed by Transition Metal Complexes. 2000;45-89 Imperial College Press, London.
23. Jensen M.P., Lange S.J., Mehn M.P., Que E.L., Que L. Jr. J. Am. Chem. Soc. 125:2003;2113.
24. Lehnert N., Ho R.Y.N., Que L. Jr., Solomon E.I. J. Am. Chem. Soc. 123:2001;8271.
25. Miyake H., Chen K., Lange S.J., Que L. Jr. Inorg. Chem. 40:2001;3534.
26. Meunier B., Bernadou J. Struct. Bonding. 97:2000;1. and references therein.