The Liquid-phase Oxidation of Hydrocarbons with Molecular Oxygen. II. A Highly Selective Formation of α-Tetralone by the Metal-catalyzed Oxidation of Tetralin in the Presence of N,N-Dialkylamides

作者: Fujio Mizukami , Yutaka Horiguchi , Masaki Tajima , Juichi Imamura

DOI: 10.1246/BCSJ.52.2689

关键词:

摘要: The metal-ion catalyzed oxidation of tetralin was carried out in different solvents which metal salts tend to be soluble. It found that, for the production α-tetralone, a chromium salt is best catalyst among first-transition-metal employed, while N,N-dialkylamides are or additives. For example, tris(acetylacetonato)chromium(III)-catalyzed presence N,N-dimethylacetamide, α-tetralone obtained 93.0% yield at 27.2% conversion. decomposition α-tetralyl hydroperoxide (THP) with catalysts also N,N-dimethylformamide order elucidate formation mechanism N,N-dialkylamides. concluded that product distribution mainly depends on THP, and seem promote reaction α-tetralylperoxyl radical w...

参考文章(16)
M. Martan, J. Manassen, D. Vofsi, Oxidation of tetralin, α tetralol and α tetralone Tetrahedron. ,vol. 26, pp. 3815- 3827 ,(1970) , 10.1016/S0040-4020(01)92960-6
Y. Kamiya, S. Beaton, A. Lafortune, K. U. Ingold, THE METAL-CATALYZED AUTOXIDATION OF TETRALIN: I. INTRODUCTION. THE COBALT-CATALYZED AUTOXIDATION IN ACETIC ACID Canadian Journal of Chemistry. ,vol. 41, pp. 2020- 2033 ,(1963) , 10.1139/V63-294
Allan S. Hay, Harry S. Blanchard, AUTOXIDATION REACTIONS CATALYZED BY COBALT ACETATE BROMIDE Canadian Journal of Chemistry. ,vol. 43, pp. 1306- 1317 ,(1965) , 10.1139/V65-178
Arthur E. Woodward, Robert B. Mesrobian, Low Temperature Autoxidation of Hydrocarbons. The Kinetics of Tetralin Oxidation1,2 Journal of the American Chemical Society. ,vol. 75, pp. 6189- 6195 ,(1953) , 10.1021/JA01120A024
Joseph Weiss, The catalytic decomposition of hydrogen peroxide on different metals Transactions of The Faraday Society. ,vol. 31, pp. 1547- 1557 ,(1935) , 10.1039/TF9353101547
Amita Mukherjee, William F. Graydon, Heterogeneous catalytic oxidation of Tetralin The Journal of Physical Chemistry. ,vol. 71, pp. 4232- 4240 ,(1967) , 10.1021/J100872A013
Joseph. Weiss, Reaction Mechanism of the Enzymes Catalase and Peroxidase in the Light of the theory of Chain Reactions The Journal of Physical Chemistry. ,vol. 41, pp. 1107- 1116 ,(1937) , 10.1021/J150386A008