期刊
DALTON TRANSACTIONS
卷 46, 期 16, 页码 5202-5209出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7dt00552k
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资金
- Russian Foundation for Basic Research (RFBR) [13-03-12042]
- [0303-2016-0005]
The selective oxidation of methoxy/methyl-substituted arenes to the corresponding benzoquinones has been first realized using aqueous hydrogen peroxide as a green oxidant, acid tetrabutylammonium salts of the gamma-Keggin divanadium-substituted phosphotungstate [gamma-PW10O38V2(mu-O)(2)](5-) (I) as a catalyst, and MeCN as a solvent. The presence of the dioxovanadium core in the catalyst is crucial for the catalytic performance. The reaction requires an acid co-catalyst or, alternatively, a highly protonated form of I can be prepared and employed. The industrially relevant oxidation of 3,4,5-trimethoxytoluene gives 2,3-dimethoxy-5-methyl-1,4-benzoquinone (ubiquinone 0 or coenzyme Q(0), the key intermediate for coenzyme Q(10) and other essential biologically active compounds) with 73% selectivity at 76% arene conversion. The catalyst retains its structure under turnover conditions and can be easily recycled and reused without significant loss of activity and selectivity.
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