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Efficient NO Equivalent for Activation of Molecular Oxygen and Its Applications in Transition-Metal-Free Catalytic Aerobic Alcohol Oxidation

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journal contribution
posted on 25.05.2007 by Yi Xie, Weimin Mo, Dong Xu, Zhenlu Shen, Nan Sun, Baoxiang Hu, Xinquan Hu
tert-Butyl nitrite (TBN) was identified as an efficient NO equivalent for the activation of molecular oxygen. The unique property of TBN enabled TEMPO-catalyzed aerobic alcohol oxidation to be performed in high-volume efficiency. Up to a 16 000 turnover number was achieved in this transition-metal-free aerobic catalytic system. Under the optimal reaction conditions, various alcohols were converted into their corresponding carbonyl compounds with TEMPO/HBr/TBN as catalyst. The newly developed method was suitable for the oxidation of solid substrate alcohols with high melting point and/or low solubility under the help of minimum solvent to form a slurry.