The special catalytic behaviors of metalloporphyrins with different central metal ions in the oxidation of 4-nitroethylbenzene to 4-nitroacetophenone with molecular oxygen as an oxidant were investigated, including the initiated temperature and catalytic activities of mettalloporphyrins, as well as the selectivity of 4-nitroacetophenone. The 55.3% conversion of 4-nitroethylbenzene and 87.8% selectivity to 4-nitroacetophenone were obtained in the above process with cobalt(II) meso-tetrakis (4-methoxyphenyl) porphyrin as a catalyst at 140°C reaction temperature for 12 h. In particular, when the above process was carried out with zinc(II) meso-tetrakis- (4-methoxyphenyl) porphyrin as a catalyst at the same reaction condition, a predicted intermediate bis(α-methyl-4-nitrobenzyl) peroxide was discovered and selectivity to the compound was realized as 44.0%. In addition, a possible oxidation mechanism of 4-nitroethylbenzene to 4-nitroacetophenone catalyzed by metalloporphyrins was proposed.
Russian Journal of Applied Chemistry – Springer Journals
Published: Aug 15, 2015
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