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Synthesis of Ni(II)-3,5-dichloro-2-hydroxybenzenesulfonyl chloride supported SBA-15 and its application as a nanoreactor catalyst for the synthesis of diaryl sulfides via reaction of aryl halides with thiourea or S8

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Abstract

In the present work, SBA-15 mesoporous grafted with 3-(trimethoxysilyl)-1-propanethiol as a linker and subsequently reacted by 3, 5-dichloro-2-hydroxybenzenesulfonyl chloride. Then to obtain the new catalyst Ni(II) was supported on functionalized SBA-15 by using Ni(NO3)2 as Ni(II) source. The Ni/SBA-15 catalyst was characterized with SEM, EDS, ICP, XRD, TGA, FT-IR and N2 sorption–desorption analysis. The key advantages of this heterogeneous catalyst are inexpensive, short reaction times, excellent yields, recovery and reusability.

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References

  1. A. Ghorbani-Choghamarani, F. Ghorbani, Z. Yousofvand, G. Azadi, J. Porous. Mater. 22, 665 (2015)

    Article  CAS  Google Scholar 

  2. A. Bordoloi, S.B. Vinu, Halligudi, Chem. Commun. 45, 4806 (2007)

    Article  CAS  Google Scholar 

  3. Z. Huang, W. Bensch, W. Sigle, P.A. van Aken, L. Kienle, T. Vitoya, H. Modrow, T. Ressler, J. Mater. Sci. 43, 244 (2008)

    Article  CAS  Google Scholar 

  4. M.H. Mallah, M.G. Maragheh, A. Badiei, R. HabibzadehSbo, J. Radioanal. Nucl. Chem. 283, 597 (2010)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. Z.D. Huang, W. Bensch, L. Kienle, S. Fuentes, G. Alonso, C. Ornelas, Catal. Lett. 122, 57 (2008)

    Article  CAS  Google Scholar 

  6. F. Yao, J. Peng, W. Hao, M. Cai, Catal. Lett. 142, 803 (2012)

    Article  CAS  Google Scholar 

  7. M. Hajjami, Z. Yousofvand, Catal. Lett. 145, 1733 (2015)

    Article  CAS  Google Scholar 

  8. M. Hajjami, Z. Shirvandi, Z. Yousofvand, J. Porous. Mater. 24, 1461 (2017)

    Article  CAS  Google Scholar 

  9. X. Wang, G. Wu, J. Li, N. Zhao, W. Wei, Y. Sun, Catal. Lett. 119, 87 (2007)

    Article  CAS  Google Scholar 

  10. M. Rimoldi, D. Fodor, J.A. van Bokhoven, A. Mezzetti, Chem. Commun. 49, 11314 (2013)

    Article  CAS  Google Scholar 

  11. J. Afsar, Iran. J. Catal. 6, 95 (2016)

    CAS  Google Scholar 

  12. T.B. Nguyen, Adv.Synth. Catal. 359, 1066 (2017)

    Article  CAS  Google Scholar 

  13. A. Ghaderi, Tetrahedron 72, 4758 (2016)

    Article  CAS  Google Scholar 

  14. L. Shiri, A. Ghorbani-Choghamarani, M. Kazemi, Aust. J. Chem. 69, 585 (2016)

    Article  CAS  Google Scholar 

  15. Z. Bianxiang, K. Yongqiang, S. Ruixue, Chin. J. Org. Chem. 36, 1814 (2016)

    Article  CAS  Google Scholar 

  16. C.C. Eichman, J.P. Stambuli, Molecules 16, 590 (2011)

    Article  CAS  PubMed  Google Scholar 

  17. K.H.V. Reddy, V. Prakash Reddy, J. Shankar, B. Madhav, B.S.P. Anil Kumar, Y.V.D. Nageswar, Tetrahedron Lett. 52, 2679 (2011)

    Article  CAS  Google Scholar 

  18. S. Roy, P. Phukan, Tetrahedron Lett. 56, 2426 (2015)

    Article  CAS  Google Scholar 

  19. X.M. We, W.Y. Hu, Chin. Chem. Lett. 23, 391 (2010)

    Google Scholar 

  20. A.R. Hajipour, M. Karimzadeh, G. Azizi, Chin. Chem. Lett. 25, 1382 (2014)

    Article  CAS  Google Scholar 

  21. M. Cai, R. Yao, L. Chen, H. Zhao, J. Mol. Catal. A 395, 349 (2014)

    Article  CAS  Google Scholar 

  22. S. Rostamnia, K. Lamei, F. Pourhassan, RSC Adv. 5, 1033 (2015)

    Article  CAS  Google Scholar 

  23. A. Rostami, A. Rostami, N. Iranpoor, M.A. Zolfigol, Tetrahedron Lett. 57, 192 (2016)

    Article  CAS  Google Scholar 

  24. Y. Lin, M. Cai, Z. Fang, H. Zhao, Tetrahedron 72, 3335 (2016)

    Article  CAS  Google Scholar 

  25. H. Firouzabadi, N. Iranpoor, M. Gholinejad, A. Samadi, J. Mol. Catal. A 377, 190 (2013)

    Article  CAS  Google Scholar 

  26. A. Ghorbani-Choghamarani, Z. Taherinia, RSC Adv. 6, 59410 (2016)

    Article  CAS  Google Scholar 

  27. P. Anbarasan, H. Neumann, M. Beller, Chem. Commun. 47, 3233 (2011)

    Article  CAS  Google Scholar 

  28. Y. Guan, Y. Li, R.A. van Santen, E.J.M. Hensen, C. Li, Catal. Lett. 117, 18 (2007)

    Article  CAS  Google Scholar 

  29. A. Ghorbani-Choghamarani, B. Tahmasbi, P. Moradi, Appl. Organometal. Chem. 30, 422 (2016)

    Article  CAS  Google Scholar 

  30. X. Wang, P. Wang, Z. Dong, Z. Dong, Z. Ma, J. Jiang, R. Li, J. Ma, Nanoscale Res. Lett. 5, 1468 (2010)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  31. Z. Dan, L.J. Hua, Chin. Sci. Bull. 58, 879 (2013)

    Article  CAS  Google Scholar 

  32. R. Janus, P. Natkanski, A. Wach, M. Drozdek, Z. Piwowarska, P. Cool, P. Kustrowski, J. Therm. Anal. Calorim. 110, 119 (2012)

    Article  CAS  Google Scholar 

  33. P. Zhao, H. Yin, H. Gao, C. Xi, J. Org. Chem. 78, 5001 (2013)

    Article  CAS  PubMed  Google Scholar 

  34. Z. Li, F. Ke, H. Deng, H. Xu, H. Xiang, X. Zhou, Org. Biomol. Chem. 11, 2943 (2013)

    Article  CAS  PubMed  Google Scholar 

  35. G. Azadi, Z. Taherinia, A. Naghipour, A. Ghorbani-Choghamarani, J. Sulfur. Chem. 38, 303 (2017)

    Article  CAS  Google Scholar 

  36. F. Ke, Y. Qu, Z. Jiang, Z. Li, D. Wu, X. Zhou, Org. Lett. 13, 454 (2011)

    Article  CAS  PubMed  Google Scholar 

  37. A. Rostami, A. Rostami, A. Ghaderi, J. Org. Chem. 80, 8694 (2015)

    Article  CAS  PubMed  Google Scholar 

  38. A. Rostami, A. Rostami, M.A. Ghaderi, Zolfigol, RSC Adv. 5, 37060 (2015)

    Article  CAS  Google Scholar 

  39. A. Rostami, A. Rostami, M. Ghaderi, S. Gholinejad, Gheisarzadeh, Synthesis 49, 5025 (2017). https://doi.org/10.1055/s-0036-1588508

    Article  CAS  Google Scholar 

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Acknowledgements

The authors acknowledge IlamUniversity, Ilam, Iran for financial support of this work.

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Correspondence to Maryam Hajjami.

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Yousofvand, Z., Hajjami, M., Ghorbani, F. et al. Synthesis of Ni(II)-3,5-dichloro-2-hydroxybenzenesulfonyl chloride supported SBA-15 and its application as a nanoreactor catalyst for the synthesis of diaryl sulfides via reaction of aryl halides with thiourea or S8 . J Porous Mater 25, 1349–1358 (2018). https://doi.org/10.1007/s10934-017-0545-4

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