Abstract
Oxidations of various substituted benzylic hydrocarbons with peroxydisulphate in the presence of metal ion catalysts like iron, nickel, copper, cobalt, silver and cerium were examined. Among the metal ions copper (II) catalysed reaction gives products in excellent yield, whereas oxidation of naphthalene and substituted naphthalenes gives low to moderate yield of the products with peroxydisulphate — copper (II).
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References
Allen T L 1951J. Am. Chem. Soc. 73 3589
Asworth B, Gilbert B C, Homes R G G and Norman R O C 1978J. Chem. Soc., Perkin II 951
Bacon R G R, Grime R and Munro D J 1954J. Chem. Soc. 2275
Badger M 1941J. Chem. Soc. 535
Baker W and Brown N C 1948J. Chem. Soc. 2303
Behrman E J 1963J. Am. Chem. Soc. 85 3478
Bendz G 1951Acta Chem. Scand. 5 489
Bhatt M V and Perumal P T 1981Tetrahedron Lett. 2605
Bromby N G, Peters A T and Rowe F M 1949J. Chem. Soc. 144
Contractor R B, Peters A T and Rowe F M 1949J. Chem. Soc. 1993
Elbs K 1893J. Prakt. Chem. 48 179
Fries K and Kohler K 1924Chem. Ber. 57 496
Giordano C and Belli A 1979J. Org. Chem. 44 2314
Ho T L, Hall T W and Wong C M 1973Synthesis 206
House D A 1962Chem. Rev. 62 185
House H O, Koepsell D G and Campbell J 1972J. Org. Chem. 37 1003
Ledwith A and Russel P J 1974J. Chem. Soc., Chem. Commun. 291
Marshall J 1915J. Chem. Soc. 107 523
McElvain S M and Engelhardt E L 1944J. Am. Chem. Soc. 66 1077
Noller C R and Adams R 1924J. Am. Chem. Soc. 46 1893
Nyberg K and Wistrand L G 1978J. Org. Chem. 43 2613
Ogata Y and Akada T 1970Tetrahedron 26 594
Padma A and Hartman R 1966Tetrahedron Lett. 2277
Periasamy M and Bhatt M V 1977Tetrahedron Lett. 2357
Periasamy M and Bhatt M V 1978Synthesis 330
Perumal P T and Bhatt M V 1981Indian J. Chem. B20 153
Perumal P T and Bhatt M V 1989Proc. Indian Acad. Sci. (Chem. Sci.) 101 25
Shriner R L and Turner T A 1930J. Am. Chem. Soc. 52 1267
Smith L I and Webster I M 1937J. Am. Chem. Soc. 59 662
Vogel A I 1959A text book of practical organic chemistry (London: Longman)
Walling C and Camaioni D M 1975J. Am. Chem. Soc. 97 1603
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Perumal, P.T., Bhatt, M.V. Oxidation of substituted benzylic hydrocarbons and naphthalenes by peroxydisulphate in the presence of metal ions. Proc. Indian Acad. Sci. (Chem. Sci.) 107, 567–572 (1995). https://doi.org/10.1007/BF02869487
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DOI: https://doi.org/10.1007/BF02869487