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Nanocarbon-based TEMPO as stable heterogeneous catalysts for partial oxidation of alcohols

纳米碳材料固载TEMPO催化醇的选择性氧化反应

  • Article
  • Chemistry
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Science Bulletin

Abstract

Polymerized fullerene hollow spheres bonded with 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) have been successfully synthesized via amination of C60 with 4-amino-TEMPO in the presence of H2O2, and then cross-linked by 1,6-hexanediamine. The hollow spheres were analyzed by fourier transform infrared spectrometer, electron spin resonance and X-ray photoelectron spectroscopy analysis, which indicated the presence of N–O free radicals in the products. When used as a typical heterogeneous catalyst for selective oxidation of alcohols to the corresponding aldehydes or ketones, it exhibited excellent activities, selectivity and recyclability. This synthesis route is convenient and effective, and may provide a new approach to developing immobilized fullerene based heterogeneous catalysts with high activity and recyclability.

摘要

在H2O2存在下,4-氨基-TEMPO加成到C60上,经1,6-己二胺交联后,得到TEMPO功能化C60聚合物(C60-TEMPO-HDA)。透射电子显微镜和扫描电子显微镜分析显示聚合物自组装成空心球结构。红外分析、电子自旋共振和X射线光电子能谱确认了氮氧自由基的存在。在醇的选择性氧化反应中,C60-TEMPO-HDA催化剂不仅表现出高的催化活性,而且具有良好的循环稳定性,使用6次后,其活性和结构都没有明显改变。此外,这种合成方法具有一定的普适性,对4-氨基-吡啶和甘氨酸等带有氨基的有机分子也是适用的,为开发其他高效多相催化剂提供了一种新思路。

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Acknowledgments

This work was supported by the National Natural Science Foundation of China (21333009, 21573245, and 21573244) and the Chinese Academy of Sciences.

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Authors and Affiliations

  1. CAS Key Laboratory of Molecular Nanostructures and Nanotechnology, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China

    Yongbin Sun, Changyan Cao, Fang Wei, Peipei Huang, Shuliang Yang & Weiguo Song

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  1. Yongbin Sun
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  2. Changyan Cao
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  3. Fang Wei
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  4. Peipei Huang
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  5. Shuliang Yang
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Correspondence to Changyan Cao or Weiguo Song.

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Sun, Y., Cao, C., Wei, F. et al. Nanocarbon-based TEMPO as stable heterogeneous catalysts for partial oxidation of alcohols. Sci. Bull. 61, 772–777 (2016). https://doi.org/10.1007/s11434-016-1070-6

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  • DOI: https://doi.org/10.1007/s11434-016-1070-6

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