Catalytic Activity of Polymer-Supported Cobalt(II) Catalysts in the Oxidation of Alkenes

Jan Pielichowski1, Grzegorz Kowalski2 and Gennady Zaikov3
1 Cracow University of Technology, Department of Polymer Science and Technology, 24, Warszawska str., 31-155 Krakow, Poland 2 University of Agriculture in Krakow, Faculty of Food Technology, 122, Balicka str., 30-149 Krakow, Poland; 3 N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, 4 Kosygin str., 119334 Moscow, Russia;
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The oxidation of organic compounds with carbon-carbon double bond with using of molecular oxygen under atmospheric pressure in the presence of new polyaniline supported catalyst 1 and 2 has been studied. These catalysts turned out to be efficient and selective for oxidation of unsaturated organic compounds as well as oxidation of hydrocarbon in benzyl position. Oxidation of alkenes and cycloalkenes gives corresponding epoxy derivatives, whereas oxidation of hydrocarbons in benzyl position gives ketones as the main products.

[1] Sheldon R. and Kochi J.: Metal-Catalyzed Oxidations of Organic Compounds. Academic Press, New York 1981.

[2] Mandal A., Khanna V. and Iqbal. J.: Tetrahedron Lett., 1996, 37, 3769.

[3] Bhatia S., Punniyamurthy T., Bhatia B. and Iqbal J.: Tetrahedron, 1993, 49, 6101.

[4] Shu-Hai Z., Ortiz P., Keys B. and Davenport K.: Tetrahedron Lett., 1996, 37, 2725.

[5] Yang S., Lee H. and Nam W.: Inorg. Biochem., 1997, 67, 93.

[6] Nam W., Park S.-E., Lim I. et al.: J. Am. Chem. Soc., 2003, 125, 14674.

[7] Yamaguchi K., Mori K., Mizugaki T. et al.: J. Am. Chem. Soc., 2000, 122, 7144.

[8] Hartley F.: Supported Metal Complexes. A New Generation of Catalysts. Reidel, Dordrecht 1985.

[9] Hirao T., Higuchi M., Ikeda I. and Ohshiro Y.: J. Chem. Soc., Chem. Commun., 1993, 194.

[10] Higuchi M., Moda D. and Hirao T.: Macromolecules, 1996, 29, 8277.

[11] Kowalski G. and Pielichowski J.: Synlett., 2002, 12, 2107.

[12] Kowalski G., Pielichowski J. and Jasieniak M.: Appl. Cat. A, 2003, 247, 295.

[13] Pielichowski J. and Kowalski G.: Mol. Cryst. Liq. Cryst., 2010, 521, 405.

[14] Pielichowski J., Iqbal J. and Polaczek J.: Pat. Appl. PL P-323292. Publ. 1997.

[15] Blaz E. and Pielichowski J.: Molecules, 2006, 11, 115.

[16] Blaz E. and Pielichowski J.: Polimery, 2006, 51, 301.

[17] Blaz E. and Pielichowski J.: Przemysł Chemiczny, 2006, 85.

[18] Higuchi M., Ikeda I. and Hirao T.: J. Org. Chem., 1997, 62, 1072.

[19] Hirao T. and Fukuhara S.: J. Org. Chem., 1998, 63, 7534.