Selective aerobic oxidation of p-cresol with co-catalysts between metalloporphyrins and metal salts

doi:10.1016/j.cjche.2018.01.015

Chin.J.Chem.Eng. ›› 2018, Vol. 26 ›› Issue (7): 1493-1498.DOI: 10.1016/j.cjche.2018.01.015

• Catalysis, kinetics and reaction engineering • Previous Articles Next Articles

Selective aerobic oxidation of p-cresol with co-catalysts between metalloporphyrins and metal salts

Yuanbin She¹, Yao Fan¹, Lei Zhang¹, Ying Xu¹, Min Yu¹, Haiyan Fu²

1 State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310032, China;
2 The Modernization Engineering Technology Research Center of Ethnic Minority Medicine of Hubei Province, School of Pharmaceutical Sciences, South Central University for Nationalities, Wuhan 430074, China

Received:2017-11-02 Revised:2017-12-28 Online:2018-08-16 Published:2018-07-28
Contact: Yuanbin She,E-mail addresses:sheyb@zjut.edu.cn;Haiyan Fu,E-mail addresses:fuhaiyan@mail.scuec.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China (21776259, 21776321, 21706233, 21576297, 21476270).

Selective aerobic oxidation of p-cresol with co-catalysts between metalloporphyrins and metal salts

Yuanbin She¹, Yao Fan¹, Lei Zhang¹, Ying Xu¹, Min Yu¹, Haiyan Fu²

1 State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310032, China;
2 The Modernization Engineering Technology Research Center of Ethnic Minority Medicine of Hubei Province, School of Pharmaceutical Sciences, South Central University for Nationalities, Wuhan 430074, China

通讯作者: Yuanbin She,E-mail addresses:sheyb@zjut.edu.cn;Haiyan Fu,E-mail addresses:fuhaiyan@mail.scuec.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China (21776259, 21776321, 21706233, 21576297, 21476270).

Abstract

Abstract: A green and efficient method for the selective aerobic oxidation of p-cresol to p-hydroxybenzaldehyde catalyzed by co-catalysts between metalloporphyrins and metal salts was investigated and developed. The relationship between the synergistic catalytic effects and the composition as well as amount of co-catalysts was investigated. Moreover, the influence of different reaction conditions was studied in details. A high p-cresol conversion (>99%) and p-hydroxybenzaldehyde selectivity (83%) were obtained using only 1.125×10^-5 mol T(p-CH₃O)PPFe^ⅢCl-Co(OAc)₂ used under mild, optimized reaction conditions. A possible mechanism for the reaction was also proposed. This work would be meaningful and instructive for the further researches and applications of co-catalyst system on oxidation of cresols and could give some enlightenment on the selectively catalytic oxidation of the side-chain alkyls of aromatics.

Key words: Aerobic, Oxidation, Selectivity, Co-catalyst, Metalloporphyrin, Cresols

摘要： A green and efficient method for the selective aerobic oxidation of p-cresol to p-hydroxybenzaldehyde catalyzed by co-catalysts between metalloporphyrins and metal salts was investigated and developed. The relationship between the synergistic catalytic effects and the composition as well as amount of co-catalysts was investigated. Moreover, the influence of different reaction conditions was studied in details. A high p-cresol conversion (>99%) and p-hydroxybenzaldehyde selectivity (83%) were obtained using only 1.125×10^-5 mol T(p-CH₃O)PPFe^ⅢCl-Co(OAc)₂ used under mild, optimized reaction conditions. A possible mechanism for the reaction was also proposed. This work would be meaningful and instructive for the further researches and applications of co-catalyst system on oxidation of cresols and could give some enlightenment on the selectively catalytic oxidation of the side-chain alkyls of aromatics.

关键词: Aerobic, Oxidation, Selectivity, Co-catalyst, Metalloporphyrin, Cresols

Yuanbin She, Yao Fan, Lei Zhang, Ying Xu, Min Yu, Haiyan Fu. Selective aerobic oxidation of p-cresol with co-catalysts between metalloporphyrins and metal salts[J]. Chin.J.Chem.Eng., 2018, 26(7): 1493-1498.

Yuanbin She, Yao Fan, Lei Zhang, Ying Xu, Min Yu, Haiyan Fu. Selective aerobic oxidation of p-cresol with co-catalysts between metalloporphyrins and metal salts[J]. Chinese Journal of Chemical Engineering, 2018, 26(7): 1493-1498.

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Selective aerobic oxidation of p-cresol with co-catalysts between metalloporphyrins and metal salts

Selective aerobic oxidation of p-cresol with co-catalysts between metalloporphyrins and metal salts

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