Oxidation of Hydrocarbons with Tetrabutylammonium Oxone Catalyzed by β-Tribrominated meso-Tetraphenylporphyrinatomanganese(III) Acetate in the Presence of N-Bases

Akbar Ghaemi,^a Saeed Rayati,^b@ and Saeed Zakavi^c

^aIslamic Azad University, Saveh Branch, Saveh, 39187-366 Iran

^bK.N. Toosi University of Technology, Tehran, 16315-1618 Iran

^cInstitute for Advanced Studies in Basic Sciences, Gava-Zang Zanjan, 45195-1159 Iran

^@Corresponding author E-mail: rayati@kntu.ac.ir

DOI: 10.6060/mhc2011.1.03

β-Tribrominated meso-tetraphenylporphyrinato-manganese(III) acetate (Mn(TPPBr3)OAc) as an electron-deficient metalloporphyrin shows high catalytic activity in the oxidation of less hindered conjugated double bonds and cycloalkenes by tetrabutylammonium monopersulfate.

References:

Click here to expand or collapse this section

1. Meunier B. Biomimetic Oxidation Catalyzed by Transition Metal Complexes . London: Imperial College Press, 2000, 171 p.

2. Groves J.T., Nemo T.E., Myer R.S. J. Am. Chem. Soc. 1979, 101, 1032.
http://dx.doi.org/10.1021/ja00498a040

3. Gross Z., Mahammed A. J. Mol. Catal. A: Chem. 1999, 142, 367.
http://dx.doi.org/10.1016/S1381-1169(98)00329-X

4. Tabushi I., Koga N. Tetrahedron Lett. 1970, 20, 3681.
http://dx.doi.org/10.1016/S0040-4039(01)95496-6

5. Meunier B., Guilmet E., De Carvalho M. E., Poilblanc R. J. Am. Chem. Soc. 1984, 106, 6668.
http://dx.doi.org/10.1021/ja00334a035

6. Renaud J.P., Battioni P., Bartoli J.F., Mansuy D. J. Chem. Soc. Chem. Commun. 1985, 888.

7. Battioni P., Renaud J.P., Bartoli J.F., Mansuy D. J. Chem. Soc. Chem. Commun. 1986, 341.

8. Mohajer D. Monfared H.H. J. Chem. Res. (S) 1998, 772.

9. Mohajer D., Karimipour G., Bagherzadeh M. New J. Chem. 2004, 23, 740.
http://dx.doi.org/10.1039/b310909g

10. Takata T., Ando W. Tetrahedron Lett. 1983, 24, 3631.
http://dx.doi.org/10.1016/S0040-4039(00)88187-3

11. Suslick K.S., Acholla F.V., Cook B.R. J. Am. Chem. Soc. 1987, 109, 2818.
http://dx.doi.org/10.1021/ja00243a041

12. Mohajer D., Bagherzadeh M. J. Chem. Res. (S) 1998, 556.

13. Mohajer D., Tayebi R., Goudarziafshar H. J. Chem. Res. (S) 1999, 168.

14. Mohajer D., Tangestaninejad S. J. Chem. Soc. Chem. Commun. 1993, 240.

15. Robert A., Meunier B. New J. Chem. 1988, 12, 885.

16. De Porter B., Meunier B. J. Chem. Soc. Perkin Trans 2 1985, 1735.
http://dx.doi.org/10.1039/p29850001735

17. Commarota L., Campestrini S., Carrier M., Di Furia F., Ghiotti P. J. Mol. Catal. A: Chem. 1999, 137, 155.
http://dx.doi.org/10.1016/S1381-1169(98)00115-0

18. Mohajer D., Rezaeifard A. Tetrahedron Lett. 2002, 43, 1881.
http://dx.doi.org/10.1016/S0040-4039(02)00110-7

19. Mohajer D., Solati Z. Tetrahedron Lett. 2006, 47, 7007.
http://dx.doi.org/10.1016/j.tetlet.2006.07.119

20. Mohajer D., Sadeghian L. J. Mol. Catal. A: Chem. 2007, 272, 191.
http://dx.doi.org/10.1016/j.molcata.2007.03.033

21. Poltowicz J., Pamin K., Haber J. J. Mol. Catal. A: Chem. 2007, 257, 154.
http://dx.doi.org/10.1016/j.molcata.2006.04.070

22. Gross Z., Simkhovich L. Tetrahedron Lett. 1998, 39, 8171.
http://dx.doi.org/10.1016/S0040-4039(98)01820-6

23. Stephenson N.A., Bell A.T. J. Am. Chem. Soc. 2005, 127, 8635.
http://dx.doi.org/10.1021/ja043380n

24. Traylor T.G., Kim C., Richards J.L., Xu F., Perrin C.L. J. Am. Chem. Soc. 1995, 117, 3468.
http://dx.doi.org/10.1021/ja00117a015

25. Cunningham I.D., Danks T.N., Hay J.N., Gunathilagan I.S., Janczak C. J. Mol. Catal. A: Chem. 2002, 185, 25.
http://dx.doi.org/10.1016/S1381-1169(02)00057-2

26. Nam W., Lim M.H., Oh S.Y., Lee J.H., Lee H.J., Woo S.K., Kim C., Shin W. Ang. Chem. Int. Ed. Engl. 2000, 39, 3646.
http://dx.doi.org/10.1002/1521-3773(20001016)39:20<3646::AID-ANIE3646>3.0.CO;2-Q

27. Nam W., Lim M.H., Oh S.Y. Inorg. Chem. 2000, 39, 5572.
http://dx.doi.org/10.1021/ic000502d

28. Campestrini S., Meunier B. Inorg. Chem. 1992, 31, 1999.
http://dx.doi.org/10.1021/ic00037a006

29. Hoffmann P., Robert A., Meunier B. Bull. Soc. Chim. Fr. 1992, 129, 85.

30. Kumar P.K., Bhyrappa P., Varghese B. Tetrahedron Lett. 2004, 44, 4849.
http://dx.doi.org/10.1016/S0040-4039(03)01143-2

31. Nascimento E., Silva G., Caetano F.A., Fernandez M.A., Silva D.C., Carvalho M.E.M.D., Pernaut J.M., Reboucas J.S., Idemori Y.M. J. Inorg. Biochem. 2005, 99, 1193.
http://dx.doi.org/10.1016/j.jinorgbio.2005.02.019

32. Nam W., Jin S.W., Lim M.H., Ryu J.Y., Kim C. Inorg. Chem. 2002, 41,3647.
http://dx.doi.org/10.1021/ic011145p

Прикрепленный файл	Размер
MHC2010_t04n01_18-21.pdf	988.91 кб

Журнал "Макрогетероциклы"

Навигация

Languages

Новости

Поиск