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Heterogeneous Beckmann Rearrangements Catalyzed by a Sulfonated Imidazolium Salt of Phosphotungstate

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Abstract

The heteropolyanion-based ionic liquid (IL) material [MIMPS]3PW12O40, propane sulfoacid-functionalized imidazolium salt of phosphotungstate, was used as a solid catalyst for liquid-phase Beckmann rearrangements of ketoximes in the presence of zinc chloride. The resultant liquid–solid biphasic rearrangement reaction of cyclohexanone oxime shows a high yield 83 % with good recyclability. The testing of control catalysts, reaction conditions, oxime substrates, and recycling property were carried out and the results are discussed.

Graphical Abstract

The heteropolyanion-based ionic liquid (IL) material [MIMPS]3PW12O40, propane sulfoacid-functionalized imidazolium salt of phosphotungstate, was used as a solid catalyst for liquid-phase Beckmann rearrangements of ketoximes in the presence of zinc chloride. The resultant liquid-solid biphasic rearrangement reaction of cyclohexanone oxime shows a high yield 83% with good recyclability. The testing of control catalysts, reaction conditions, oxime substrates, and recycling property were carried out, and the results are discussed.

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Acknowledgments

The authors thank greatly the National Natural Science Foundation of China (No. 21136005).

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Authors and Affiliations

  1. State Key Laboratory of Materials-oriented Chemical Engineering, College of Chemistry and Chemical Engineering, Nanjing University of Technology, Nanjing, 210009, People’s Republic of China

    Xuan Zhang, Dan Mao, Yu Zhou & Jun Wang

  2. School of Chemical and Material Engineering, Jiangnan University, Wuxi, 214122, People’s Republic of China

    Yan Leng

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  1. Xuan Zhang
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  2. Dan Mao
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  3. Yan Leng
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  4. Yu Zhou
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  5. Jun Wang
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Corresponding author

Correspondence to Jun Wang.

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Zhang, X., Mao, D., Leng, Y. et al. Heterogeneous Beckmann Rearrangements Catalyzed by a Sulfonated Imidazolium Salt of Phosphotungstate. Catal Lett 143, 193–199 (2013). https://doi.org/10.1007/s10562-012-0939-5

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  • DOI: https://doi.org/10.1007/s10562-012-0939-5

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