A Homogeneous Mixture Composed of Vanadate, Acid, and TEMPO Functionalized Ionic Liquids for Alcohol Oxidation by H2O2

Authors

  • Sa-Sa Wang,

    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Chemistry Department, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062 (P.R. China), Fax: (+86) 21-62233424
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  • Prof. Zora Popović,

    1. General and Inorganic Laboratory, Chemistry Department, University of Zagreb, HR-10000 Zagreb (Croatia), Fax: (+385) 1-4606341
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  • Prof. Hai-Hong Wu,

    Corresponding author
    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Chemistry Department, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062 (P.R. China), Fax: (+86) 21-62233424
    • Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Chemistry Department, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062 (P.R. China), Fax: (+86) 21-62233424
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  • Prof. Ye Liu

    Corresponding author
    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Chemistry Department, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062 (P.R. China), Fax: (+86) 21-62233424
    • Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Chemistry Department, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062 (P.R. China), Fax: (+86) 21-62233424
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Abstract

The functionalized ionic liquids (ILs) of N-n-dodecyl pyridinium vanadate (1), N-(propyl-1-sulfonic acid) pyridinium tetrafluoroborate (2), and 4-(propanoate-2,2,6,6,-tetramethylpiperidine-1-oxyl) pyridinium tetrafluoroborate (5) were synthesized. The mixture of 1, 2, and 5 in [Bpy]BF4 yielded the compatible IL compositions (ILCs) as a homogenous mixture, which proved to be an efficient catalytic system for oxidation of a wide range of alcohols using H2O2. With the aid of 2 and 5, 1 in [Bpy]BF4 could easily be recovered and reused for at least six runs without a loss in activity. UV/Vis spectroscopic analysis indicated that the role of 2 was to promote the formation of the active peroxo VV species, which is responsible for substrate activation, and the role of 5 was to oxidize the low-valent vanadium(II–IV) species to regenerate 1.

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