Activation of Dioxygen by Cobaloxime and Nitric Oxide for Efficient TEMPO-Catalyzed Oxidation of Alcohols

Authors

  • Yuanyuan Jing,

    1. Department of Chemistry, Zhengzhou University, 75 Daxue Road, Zhengzhou 450052, People's Republic of China, Fax: (+86)-371-6776-7255; phone: (+86)-371-6776-7255
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  • Jun Jiang,

    1. Department of Chemistry, Zhengzhou University, 75 Daxue Road, Zhengzhou 450052, People's Republic of China, Fax: (+86)-371-6776-7255; phone: (+86)-371-6776-7255
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  • Bo Yan,

    1. Department of Chemistry, Zhengzhou University, 75 Daxue Road, Zhengzhou 450052, People's Republic of China, Fax: (+86)-371-6776-7255; phone: (+86)-371-6776-7255
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  • Shuai Lu,

    1. Department of Chemistry, Zhengzhou University, 75 Daxue Road, Zhengzhou 450052, People's Republic of China, Fax: (+86)-371-6776-7255; phone: (+86)-371-6776-7255
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  • Jiemin Jiao,

    1. Department of Chemistry, Zhengzhou University, 75 Daxue Road, Zhengzhou 450052, People's Republic of China, Fax: (+86)-371-6776-7255; phone: (+86)-371-6776-7255
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  • Huazhen Xue,

    1. Department of Chemistry, Zhengzhou University, 75 Daxue Road, Zhengzhou 450052, People's Republic of China, Fax: (+86)-371-6776-7255; phone: (+86)-371-6776-7255
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  • Guanyu Yang,

    Corresponding author
    1. Department of Chemistry, Zhengzhou University, 75 Daxue Road, Zhengzhou 450052, People's Republic of China, Fax: (+86)-371-6776-7255; phone: (+86)-371-6776-7255
    • Department of Chemistry, Zhengzhou University, 75 Daxue Road, Zhengzhou 450052, People's Republic of China, Fax: (+86)-371-6776-7255; phone: (+86)-371-6776-7255
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  • Gengxiu Zheng

    Corresponding author
    1. School of Chemistry and Chemical Engineering, University of Jinan, Jinan 250022, People's Republic of China, Fax: (+86)-531-82765841; phone: (+86)-531-82765841
    • School of Chemistry and Chemical Engineering, University of Jinan, Jinan 250022, People's Republic of China, Fax: (+86)-531-82765841; phone: (+86)-531-82765841
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Abstract

The aerobic oxidation of alcohols to their corresponding carbonyl compounds could be efficiently accomplished by using the combination of cobalt nitrate, dimethylglyoxime and 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO) as a novel catalytic system, and various alcohols including primary and secondary benzylic, allylic and aliphatic alcohols could be quantitatively converted to the corresponding aldehydes or ketones at 70 °C under 0.4 MPa dioxygen pressure in dichloromethane. During the oxidation, the in situ generated cobaloxime and nitric oxide (NO) were responsible for the activation of dioxygen, respectively, thereby, two concerted catalytic routes exist: cobaloxime-activating-dioxygen TEMPO-catalyzed and NO-activating-dioxygen TEMPO-catalyzed aerobic oxidation of alcohols.

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