Oxidation of alkylaromatics to aromatic ketones catalyzed by metalloporphyrins under the special temperature control method

Author:

Wang Pan1,She Yuanbin12,Fu Haiyan3,Zhao Wenbo1,Wang Meng1

Affiliation:

1. Institute of Green Chemistry and Fine Chemicals, college of Environmental & Energy Engineering, Beijing University of Technology, Beijing 100124, China.

2. State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China.

3. College of Pharmacy, South-Central University for Nationalities, Wuhan, 430074, China.

Abstract

The aerobic oxidation of alkylaromatics to aromatic ketones catalyzed by metalloporphyrins under the special temperature control method was systematically investigated. Three novel and key points were found to have significant functions in this process, that is, the special temperature control method (initiation at higher temperature and reaction at lower temperature), the synergistic effect of the composite catalysts comprising cobalt and manganese porphyrins, and the amount of catalysts in the reaction. Subsequently, the effects of substitutes on alkylaromatics were also explored under the same conditions. Results showed that alkylaromatic conversions gradually increased from 8.5% to 54.3% with the para-substituents shifting from the electron-donating group to the electron-withdrawing group (i.e., methoxy < hydro < bromo < acyl < nitro). A possible mechanism for this reaction was also proposed.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

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