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Facile Synthesis of Metalloporphyrins-Ba2+ Composites as Recyclable and Efficient Catalysts for Olefins Epoxidation Reactions

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Abstract

A facile co-precipitation method was developed to prepare the novel metalloporphyrins-Ba2+ composites with ca. 3 μm diameter and olive-like morphology. Olefins epoxidation reactions were employed to investigate their catalytic performance. Compared with the free metalloporphyrins, the composites exhibited not only the improved stability and recyclability, but also the enhanced catalytic activity. Such catalytic behaviors could be related to the unique structure of the composites, e.g., the strong interaction between R-SO3- and Ba2+ ions and the uniform distribution of metalloporphyrins on the catalyst surface, respectively. Furthermore, the composites showed good compatibility with a wide range of substrates. The well-designed composites are expected to be efficient catalysts, alternative to many sophisticated-synthesized metalloporphrins-based materials, in the industrially important reactions.

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References

  1. Mansuy D., CR. Chim., 2007, 10(4/5), 392

    Article  CAS  Google Scholar 

  2. Li Y., Zhou X. T., Ji H. B., Catal. Commun., 2012, 27(19), 169

    Article  CAS  Google Scholar 

  3. Sakthipriya P., Ananthi N., J. Porphyr. Phthalocya., 2016, 20(6), 730

    Article  CAS  Google Scholar 

  4. Li P., Cao Z., Organometallics, 2018, 37(3), 406

    Article  CAS  Google Scholar 

  5. Zhao Q. N., Song Q. W., Liu P., Zhang Q. X., Gao J. H., Zhang K., Chinese J. Chem., 2018, 36(3), 187

    Article  CAS  Google Scholar 

  6. Ke B. B., Wan L. S., Huang X. J., Xu Z. K., Chem. Res. Chinese Universities, 2011, 27(2), 339

    CAS  Google Scholar 

  7. Liu L. H., Yu M. M., Wayland B. B., Fu X. F., Chem. Commun., 2010, 46(34), 6353

    Article  CAS  Google Scholar 

  8. Yang K., Tong S. L., Yan Y., Kang E. H., Xiao F. S., Li Q., Chang X., Fang C. G., Chem. Res. Chinese Universities, 2005, 21(3), 326

    Article  CAS  Google Scholar 

  9. Alemohammad T., Rayati S., Safari N., J. Porphyr. Phthalocya., 2015, 19(12), 1279

    Article  CAS  Google Scholar 

  10. Jeong E. Y., Ansari M. B., Park S. E., ACS Catal., 2011, 1(8), 855

    Article  CAS  Google Scholar 

  11. Zhou X. T., Ren Q. G., Ji H. B., Tetrahedron Lett., 2012, 53(26), 3369

    Article  CAS  Google Scholar 

  12. Aguiar A. R., Alvarenga E. S., Oliveira R. P., Carneiro V. M. T., Moura L. G., J. Mol. Struct., 2018, 1165, 312

    Article  CAS  Google Scholar 

  13. Darensbourg D. J., Polym. Degrad. Stabil., 2018, 149, 45

    Article  CAS  Google Scholar 

  14. Li A., Wu S., Adams J. P., Snajdrova R., Li Z., Chem. Commun., 2014, 50(63), 8771

    Article  CAS  Google Scholar 

  15. Zhao S., Liu C., Guo Y., Xiao J. C., Chen Q. Y., J. Org. Chem., 2014, 79(18), 8926

    Article  CAS  PubMed  Google Scholar 

  16. Nakagaki S., Mantovani K. M., Machado G. S., Castro K. A., Wypych F., Molecules, 2016, 21(3), 291

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  17. He X. H., Chen L., He Q., Xiao H. J., Zhou X. T., Ji H. B., J. Chem. Technol. Biot., 2017, 92(10), 2594

    Article  CAS  Google Scholar 

  18. Sun S., Yu Q., Zhang W., Zhao X., Li J., Zhang F. X., Catal. Lett., 2017, 147(1), 228

    Article  CAS  Google Scholar 

  19. Antonangelo A. R., Bezzu C. G., Mughal S. S., Malewschik T., McKeown N. B., Nakagaki S., Catal. Commun., 2017, 99, 100

    Article  CAS  Google Scholar 

  20. Naik R., Joshi P., Umbarkar S., Deshpande R. K., Catal. Commun., 2005, 6(2), 125

    Article  CAS  Google Scholar 

  21. Ye Y. J., Zhou X. T., Huang J. W., Cai J. H., Wu W. H., Yu H. C., Ji H. B., Ji L. N., J. Mol. Catal. A: Chem., 2010, 331(1/2), 29

    Article  CAS  Google Scholar 

  22. Wang X. Y., Niu C. G., Hu L. Y., Huang D. W., Wu S. Q., Zhang L., Wen X. J., Zeng G. M., Sensor. Actuat. B: Chem., 2017, 243, 1046

    Article  CAS  Google Scholar 

  23. Zou C., Zhang Z., Xu X., Gong Q., Li J., Wu C. D., J. Am. Chem. Soc., 2012, 134(1), 87

    Article  CAS  PubMed  Google Scholar 

  24. Yamaguchi T., Tsukamoto K., Ikeda O., Tanaka R., Kuwabara T., Takahashi K., Electrochim. Acta, 2010, 55(20), 6042

    Article  CAS  Google Scholar 

  25. Rezaeifard A., Jafarpour M., Catal. Sci. Technol., 2014, 4(7), 1960

    Article  CAS  Google Scholar 

  26. Li J., Zhang X., Pan B., Xu J., Liu L., Ma J., Yang M., Zhang Z., Tong Z., Chinese J. Chem., 2016, 34(10), 1021

    Article  CAS  Google Scholar 

  27. Brule E., de Miguel Y. R., Org. Biomol. Chem., 2006, 4(4), 599

    Article  CAS  PubMed  Google Scholar 

  28. Liu S. Y., Ren Q. Z., Ding X. J., Wang A. Q., Hou Z. S., Zhang H., Chem. J. Chinese Universities, 2009, 30(7), 1272

    CAS  Google Scholar 

  29. Zhang K., Farha O. K., Hupp J. T., Nguyen S. T., ACS Catal., 2015, 5(8), 4859

    Article  CAS  Google Scholar 

  30. Fareghi-Alamdari R., Hafshejani S. M., Taghiyar H., Yadollahi B., Farsani M. R., Catal. Commun., 2016, 78, 64

    Article  CAS  Google Scholar 

  31. Zhang A., Li L., Li J., Zhang Y., Gao S., Catal. Commun., 2011, 12(13), 1183

    Article  CAS  Google Scholar 

  32. Dai W., Li G. S., Chen B., Wang L. Y., Gao S., Org. Lett., 2015, 17(4), 904

    Article  CAS  PubMed  Google Scholar 

Download references

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Authors and Affiliations

  1. Fine Chemical Industry Research Institute, School of Chemistry, Sun Yat-sen University, Guangzhou, 510275, P. R. China

    Qian He, Huajian Xiao, Xiaohui He & Hongbing Ji

  2. Fine Chemical Industry Research Institute, School of Chemical Engineering and Technology, Sun Yat-sen University Zhuhai Compus, Zhuhai, 519082, P. R. China

    Ying Zhang & Xiantai Zhou

Authors
  1. Qian He
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  2. Ying Zhang
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  3. Huajian Xiao
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  4. Xiaohui He
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  5. Xiantai Zhou
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  6. Hongbing Ji
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Corresponding authors

Correspondence to Xiaohui He or Hongbing Ji.

Additional information

Supported by the National Natural Science Foundation of China(Nos.21606260, 21576302, 21376278), the National Science Foundation for Distinguished Young Scholars of China(No.21425627), the Natural Science Foundation of Guangdong Province, China(No.2015A030313104), the Fundamental Research Funds for the Central Universities from Sun Yat-sen University, China(Nos.15lgjc33, 16lgpy15), and the Features Innovative Projects of Department of Education of Guangdong Province, China(No.2016KTSCX003).

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40242_2019_8348_MOESM1_ESM.pdf

Facile Synthesis of Metalloporphyrins-Ba2+ Composites as Recyclable and Efficient Catalysts for Olefins Epoxidation Reactions

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He, Q., Zhang, Y., Xiao, H. et al. Facile Synthesis of Metalloporphyrins-Ba2+ Composites as Recyclable and Efficient Catalysts for Olefins Epoxidation Reactions. Chem. Res. Chin. Univ. 35, 251–255 (2019). https://doi.org/10.1007/s40242-019-8348-6

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  • DOI: https://doi.org/10.1007/s40242-019-8348-6

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