Methyltrioxorhenium catalyzed oxidation of saturated and aromatic hydrocarbons by H2O2 in air

Tetrahedron Letters

Volumn 37, Issue 36, 1996, Pages 6487-6490

  Schuchardt, Ulf ^a   Manddli, Dalmo ^b   Shul'Pin, Georgiy B ^a  

^a UNIVERSITY OF CAMPINAS   (Brazil)

^b SEMENOV INSTITUTE OF CHEMICAL PHYSICS   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANE; BENZENE; BENZENE DERIVATIVE; PHENOL DERIVATIVE;

AIR ANALYSIS; ARTICLE; OXIDATION; REACTION ANALYSIS;

EID: 0030565515     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01418-9     Document Type: Article

References (34)

1. (a) Drago, R.S. Coord. Chem. Rev. 1992, 117, 185.
2. (b) Catalytic Selective Oxidation, Oyama, ST.; Hightower, J.W., Eds.; ACS: Washington, 1993.
3. 3 as Oxidant, Strukul, G., Ed.; Kluwer: Dordrecht, 1992.
4. Schuchardt, U.: Carvalho, W.A.; Spinacé, E.V. Synlett. 1993, 713.
5. (e) The Activation of Dioxygen and Homogeneous Catalytic Oxidation, Barton, D.H.R.; Martell, A.E.; Sawyer, D.T., Eds.; Plenum: New York, 1993.
6. (f) Crabtree, R.H. Chem. Rev. 1995, 95, 987.
7. (g) Shilov, A.E.; Shul'pin, G.B. Activation and Catalytic Reactions of Hydrocarbons, Nauka: Moscow, 1995.
8. (h) Barton, D.H.R.; Taylor, D.K. Izv. Akad. Nauk, Ser. Khim. 1995, 595.
9. (a) Hermann, W.A.; Fischer, R.W.; Rauch, M.U.; Scherer, W. J. Mol. Catal. 1994, 86, 243.
10. (b) Adam. W.; Mitchell, C.M. Angew. Chem. 1996, 108, 578.
11. (a) Zhu, Z.; Espenson, J.H. J. Org. Chem. 1995, 60, 1326.
12. (b) Murray, R.W.; Iyanar, K.; Chen, J.; Wearing, J.T. Tetrahedron Lett. 1996, 37, 805.
13. Yamazaki, S. Chem. Lett. 1995, 127.
14. (a) Adam, W.; Henrnann, W.A.; Lin, J.; Saha-Möller, C.R. J. Org. Chem. 1994, 59, 8281.
15. (b) Adam, W.; Herrmann, W.A.; Lin, J.; Saha-Möller, C.R.; Fischer, R.W.; Correia, J.D.G. Angew. Chem. Int. Ed. Engl. 1994, 33, 2475.
16. Adam, W.; Herrmann, W.A.; Saha-Möller, C.R.; Shimizu, M. J. Mol. Catal. A: Chem. 1995, 97, 15.
17. Karasevich, E.I.; Nikitin, A.V.; Rubailo, V.L. Kinetika i Kataliz, 1994, 35, 878.
18. Murray, R.W.; Iyanar, K.; Chen, J.; Wearing, J.T. Tetrahedron Lett. 1995, 36, 6415.
19. 4 (3 g) was added to the solution. After 3 h the solution was filtered and used in further oxidations.
20. (a) Shul'pin, G.B.; Attanasio, D.; Suber, L. Russ. Chem. Bull. 1993, 42, 55.
21. (b) Shul'pin, G.B.; Attanasio, D.; Suber, L. J. Catal. 1993, 142, 147.
22. Shul'pin, G.B.; Druzhinina, A.N.; Nizova, G.V. Russ. Chem. Bull. 1993, 42, 1326.
23. Nizova, G.V.; Shul'pin, G.B. Russ. Chem. Bull. 1994, 43, 1146.
24. (e) Shul'pin, G.B.; Suss-Fink, G. J. Chem. Soc., Perkin Trans. 2 1995, 1459.
25. 10). For the analysis, a Hewlett Packard Series II 5890 gas Chromatograph equipped with a FID and outfitted with Carbowax 20M, 25 m × 0.2 mm × μm film thickness or 100% dimethylpolysiloxane, 25 m × 0.2 × 0.33 μm columns was used. The carrier gas was helium. A Shimadzu CR3A integrator was employed. For the identification of the peaks by GC-MS, a Shimadzu GC-17A-QP 5000 instrument was used (INNOWAX, 25 m × 0.2 mm × 0.4 μm). All peaks were attributed by comparison of their MS with those from the Wiley 139 Database library.
26. (a) Shul'pin, G.B.; Nizova, G.V. Mendeleev Commun. 1995, 143.
27. (b) Shul'pin, G.B.; Bochkova, M.M.; Nizova, G.V. J. Chem. Soc., Perkin Trans. 2 1995, 1465.
28. Shul'pin, G.B.; Nizova, G.V.; Kozlov, Yu.N. New J. Chem. 1996, in press,
29. Guerreiro, M.C.; Schuchardt. U.; Shul'pin, G.B. to be published.
30. (a) Herrmann, W.A.; Fischer, R.W., Rauch, M.U.; Scherer, W. Angew. Chem. 1993, 705, 1209.
31. (b) Herrmann, W.A.; Fischer, R.W., Rauch, M.U.; Scherer, W. J. Mol. Catal. 1994, 86, 243.
32. Pestovsky, O.; van Eldik, R.; Huston, P.; Espenson, J.H. J. Chem. Soc., Dalton Trans. 1995, 133.
33. Mimoun, H.; Saussine, L.; Daire, E.; Postel, M.; Fischer, J.; Weiss, R. J. Am. Chem. Soc. 1983, 105, 3101.
34. Shul'pin, G.B.; Druzhinina, A.N.; Shul'pina, L.S. Neftekhimiya 1993, 33, 335.