Saeed RAYATI, Saeed ZAKAVI, Hossein VALINEJAD

Oxidation of hydrocarbons with tetra-n-butylammonium peroxy monosulfate catalyzed by β -tetrabromo-meso-tetrakis(4-methoxyphenyl)- and β -tetrabromo-meso-tetraphenylporphyrinatomanganese(III)

β− Tetrabromo-meso-tetrakis(4-methoxyphenyl)porphyrin, H 2 T(4-OCH 3 P)PBr 4 , was synthesized and characterized by UV-Vis and1 H NMR spectroscopy. Oxidation of alkanes and olefins with tetra-n-butylammonium per- oxymonosulfate (n-Bu 4 NHSO 5 ) was studied in the presence of MnT(4-OCH 3 P)PBr 4 (OAc) and MnTPPPBr 4 (OAc) (TPP = meso-tetraphenylporphyrin). While significance differences were observed between the catalytic activities of the title complexes in the oxidation of alkanes, the 2 manganese porphyrins showed comparable activities in oxidation of most of the olefins used. However, the latter showed greater catalytic performance in the oxidation of the hydrocarbons. Moreover, the oxidative degradation of the former (60%) was greater than that of the latter (45%) in the oxidation of cyclooctene.

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Meunier, B. Chem. Rev. 1992, 92, 14111456.
Sheldon, R. A.; Kochi, J. K. Metal-Catalyzed Oxidation of Organic Compounds, Academic Press: New York, NY, USA, 1981.
McLain, J.; Lee, J.; Groves, J. T. In Biomimetic Oxidations Catalyzed by Transition Metal Complexes, Meunier, B. Ed., Imperial College Press: London, UK, 2000.
Zakavi, S.; Mokaryyazdeli, T. J. Mol. Catal. A: Chem. 2013, 367, 108.
Mohajer, D.; Tangestaninejad, S. J. Chem. Soc., Chem. Commun. 1993, 3, 240241.
Mohajer, D.; Tayebee, R.; Goudarziafshar, H. J. Chem. Res. (S) 1999, 168169.
Mohajer, D.; Karimipour, G.; Bagherzadeh, M. New J. Chem. 2004, 28, 740747.
Mohajer, D.; Sadeghian, L. J. Mol. Catal. A: Chem. 2007, 272, 191197.
da Silva, D. C.; DeFreitas-Silva, G.; do Nascimento, E.; Rebou ̧cas, J. S.; Barbeira, P. J. S.; de Carvalho, M. E. M. D.; Idemori, Y. M. J. Inorg. Biochem. 2008, 102, 19321941.
Nam, W.; Han, H. J.; Oh, S. Y.; Lee, Y. J.; Choi, M. H.; Han, S. Y.; Kim, C.; Woo, S. K.; Shin, W. J. Am. Chem. Soc. 2000, 122, 86778684.
Chen, J.; Che, C. M. Angew. Chem. Int. Edit. 2004, 43, 49504954.
Battioni, P.; Renaud, J. P.; Bartoli, J. F.; Reina-Artiles, M.; Fort, M.; Mansuy, D. J. Am. Chem. Soc. 1988, 110, 84628470.
Zakavi, S.; Heidarizadi, F.; Rayati, S. Inorg. Chem. Commun. 2011, 14, 10101013.
Zakavi, S.; Ebrahimi, L. Polyhedron 2011, 30, 17321738.
Rayati, S.; Zakavi, S.; Bohloulbandi, E.; Jafarian, M.; Rashvandavei, M. Polyhedron 2012, 34, 102107.
Zakavi, S.; Mojarrad, A. G.; Rayati, S. J. Mol. Cata. A: Chem. 2012, 363, 153158.
Adler, A. D.; Longo, F. R.; Finarelli, J. D.; Goldmacher, J.; Asour, J.; Korsakoff, L. J. Org. Chem. 1967, 32, 476.
Rayati, S.; Zakavi, S.; Motlagh, S. H.; Noroozi, V.; Razmjoo, M.; Wojtczak, A.; Kozakiewicz, A. Polyhedron 2008, 27, 22852290.
Kumar, P. K.; Bhyrappa, P.; Varghese, B. Tetrahedron Lett. 2003, 44, 48494851.
Ogoshi, H.; Watanabe, E.; Yoshida, Z.; Kincaid, J.; Nakamoto, K. J. Am. Chem. Soc. 1973, 95, 28452849.