An Efficient Oxidation of 2,6-di-tert-Butylphenol to 3,3',5,5'-tetra-tert- Butyl-4,4'-Diphenoquinone Catalyzed by Lewis Acid System in the Presence of Molecular Oxygen

Author(s): Hong-Ting Sheng, Hui Wang, Yan Feng, Jian-Hua Shi, Yong-Hua Jiao, Man-Zhou Zhu.

Journal Name: Letters in Organic Chemistry

Volume 9 , Issue 8 , 2012

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Abstract:

An efficient and simple method for the preparation of 3,3',5,5'-tetra-tert-butyl-4,4'-diphenoquinone (TBDPQ) is reported using Lewis Acid as an effective catalyst in the presence of molecular oxygen from 2,6-di-tert-butylphenol (DBP). The present methodology offers several advantages, such as excellent yields, accessible and inexpensive catalysts, easy work-up and green conditions. The oxidation reaction was found to proceed in two steps and the oxidation kinetics for FeCl3 system was examined in detail.

Keywords: 2, 6-di-tert-butylphenol, catalysis, diphenoquinone, Lewis Acid, mechanism, oxidation, oxidation kinetics, “green” oxidant, C-C coupling reaction, sodium.

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Article Details

VOLUME: 9
ISSUE: 8
Year: 2012
Page: [609 - 613]
Pages: 5
DOI: 10.2174/157017812802850186
Price: $65

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