Trace Water-Promoted Oxidation of Benzylic Alcohols with Molecular Oxygen Catalyzed by Vanadyl Sulfate and Sodium Nitrite under Mild Conditions

Authors

  • Zhongtian Du,

    1. State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, People's Republic of China, Fax: (+86)-(0)411-8437-9245; phone: (+86)-(0)411-8437-9245
    2. Graduate School of the Chinese Academy of Sciences, Beijing 100039, People's Republic of China
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  • Hong Miao,

    1. State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, People's Republic of China, Fax: (+86)-(0)411-8437-9245; phone: (+86)-(0)411-8437-9245
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  • Hong Ma,

    1. State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, People's Republic of China, Fax: (+86)-(0)411-8437-9245; phone: (+86)-(0)411-8437-9245
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  • Zhiqiang Sun,

    1. State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, People's Republic of China, Fax: (+86)-(0)411-8437-9245; phone: (+86)-(0)411-8437-9245
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  • Jiping Ma,

    1. State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, People's Republic of China, Fax: (+86)-(0)411-8437-9245; phone: (+86)-(0)411-8437-9245
    2. Graduate School of the Chinese Academy of Sciences, Beijing 100039, People's Republic of China
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  • Jie Xu

    1. State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, People's Republic of China, Fax: (+86)-(0)411-8437-9245; phone: (+86)-(0)411-8437-9245
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Abstract

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An inexpensive catalytic system consisting of vanadyl sulfate and sodium nitrite was developed for the oxidation of benzylic alcohols with molecular oxygen under mild conditions. Benzyl alcohols with various substitutions were efficiently converted to their corresponding aldehydes with high conversion and selectivity under 80 °C (e.g., 4-nitrobenzyl alcohol was smoothly oxidized to 4-nitrobenzyl aldehyde with 94% yield under 0.5 MPa of molecular oxygen). Halogen, noble metals, extra base or complicated ligands were avoided. Addition of a trace of water to this system before the reaction was crucial for the high efficiency.

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