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Role of Water and p-Fluorobenzoic Acid in Mn(II)T(p-Cl)PP Catalyzed Aerobic Oxidation of p-Fluorotoluene
Corresponding Author(s) : Yong-Qin Fang
Asian Journal of Chemistry,
Vol. 25 No. 1 (2013): Vol 25 Issue 1
Abstract
A solvent-free manganoporphyrin-catalyzed oxidiation of p-fluorotoluene was developed, using oxygen as a clean and cheap oxidant. The parameters that have relationship with conversion were investigated. The conversion of p-fluorotoluene was found to be depend on the stability of catalytic environment. Water and p-fluorobenzoic acid were the final oxidation products of p-fluorotoluene, would inhibit the activity of catalyst. The conversion would be increased from 7.0 to 16.5 %, by the dehydration of acetic anhydride.
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W.R. Scott, T.S. Neville, L. Zhao and N. Ran, WO Patent 2009005647 (2009).
P. Benkic, D. Bevk, R. Lenarsic, S. Zupancic, A. Vajs and D. Jakse, WO Patent 2010081861 (2010).
M.S. Hashmi, M.K. Madhra and M.I. Inamdar, WO Patent 2011107903 (2011).
G. Billeb and P. Burg, US Patent 5347054 (1994).
T. Nakano, S. Kawabata, T. Sugihara, N. Agatsuma, H. Kakuda and Y. Mori, Bull. Chem. Soc. Jpn., 76, 2353 (2003).
M. Moghadam, S. Tangestaninejad, V. Mirkhani, I. MohammadpoorBaltork, N. Sirjanian and S. Parand, Bioorg. Med. Chem., 17, 3394 (2009).
P. Tagliatesta, D. Giovannetti, A. Leoni, M.G.P.M.S. Neves and J.A.S. Cavaleiro, J. Mol. Catal. A: Chem., 252, 96 (2006).
C.C. Guo, Q. Liu, X.T. Wang and H.Y. Hu, Appl. Catal., 282, 55 (2005).
G. Huang, F. Xiang, T.M. Li, Y.X. Jiang and Y.A. Guo, Catal. Commun., 12, 886 (2011).
G. Huang, J. Luo, C.C. Cai, Y.A. Guo and G.W. Luo, Catal. Commun., 9, 1882 (2008).
A.D. Adler, F.R. Longo, J.D. Finarelli, J. Goldmacher, J. Assour and L. Korsakoff, J. Org. Chem., 32, 476 (1967).
H. Kargar, M. Moghadam, V. Mirkhani, I. Mohammadpoor-Baltork, S. Tangestaninejad and M. Naghipour, Polyhedron, 30, 1463 (2011).
J.E. Lyons, P.E. Ellis and H.K. Myers, J. Catal., 155, 59 (1995).
B. Meunier, S.P. Visser and S. Shaik, Chem. Rev., 104, 3947 (2004).
J. Poltowicz and J. Haber, J. Mol. Catal. A: Chem., 220, 43 (2004).
D. Mohajer and L. Sadeghian, J. Mol. Catal. A: Chem., 272, 191 (2007).