Study of special catalytic behaviors of the metal porphyrins with different central metal ions in the aerobic oxidation of 4-nitroethylbenzene to 4-nitroacetophenone

Study of special catalytic behaviors of the metal porphyrins with different central metal ions in... 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. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Russian Journal of Applied Chemistry Springer Journals

Study of special catalytic behaviors of the metal porphyrins with different central metal ions in the aerobic oxidation of 4-nitroethylbenzene to 4-nitroacetophenone

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Publisher
Pleiades Publishing
Copyright
Copyright © 2015 by Pleiades Publishing, Ltd.
Subject
Chemistry; Chemistry/Food Science, general; Industrial Chemistry/Chemical Engineering
ISSN
1070-4272
eISSN
1608-3296
D.O.I.
10.1134/S1070427215050250
Publisher site
See Article on Publisher Site

Abstract

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.

Journal

Russian Journal of Applied ChemistrySpringer Journals

Published: Aug 15, 2015

References

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