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Magnetic nano-graphene oxide-supported molybdenum (Fe3O4/GO-Mo) as a green, efficient, and recyclable catalyst for synthesis of β-hydroxy hydroperoxides

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Abstract

Magnetic nano-graphene oxide-supported molybdenum was readily prepared and identified as an efficient and recyclable catalyst for ring opening of various epoxides with ethereal hydrogen peroxide. The reaction proceeded under mild conditions to give β-hydroxy hydroperoxides in excellent yields at room temperature. The catalyst could be easily separated and recycled by applying a permanent magnet.

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References

  1. Chen D, Feng H, Li J (2012) Chem Rev 112:6027

    Article  CAS  Google Scholar 

  2. Geim K, Novoselov KS (2007) Nat Mater 6:183

    Article  CAS  Google Scholar 

  3. Park S, Ruoff RS (2009) Nat Nanotechnol 4:217

    Article  CAS  Google Scholar 

  4. Chua CK, Pumera M (2014) Chem Soc Rev 43:291

    Article  CAS  Google Scholar 

  5. Dreyer DR, Park S, Bielawski CW, Ruoff RS (2010) Chem Soc Rev 39:228

    Article  CAS  Google Scholar 

  6. Wang D, Astruc D (2014) Chem Rev 114:6949

    Article  CAS  Google Scholar 

  7. Li BL, Zhang M, Hu HC, Du X, Zhang ZH (2014) New J Chem 38:2435

    Article  CAS  Google Scholar 

  8. Zhao XN, Hu GF, Tang M, Shi TT, Guo XL, Li TT, Zhang ZH (2014) RSC Adv 4:51089

    Article  CAS  Google Scholar 

  9. Li BL, Hu HC, Mo LP, Zhang ZH (2014) RSC Adv 4:12929

    Article  CAS  Google Scholar 

  10. Zhang HY, Hao XP, Mo LP, Liu SS, Zhang WB, Zhang ZH (2017) New J Chem 41:7108

    Article  CAS  Google Scholar 

  11. Verma S, Verma D, Jain SL (2014) Tetrahedron Lett 55:240

    Article  Google Scholar 

  12. Elazab HA, Siamaki AR, Moussa S, Gupton BF, El-Shall MS (2015) Appl Catal A Gen 491:58

    Article  CAS  Google Scholar 

  13. Li XY, Wang X, Song SY, Liu DP, Zhang HJ (2012) Chem Eur J 18:7601

    Article  CAS  Google Scholar 

  14. Gu XD, Zhang WJ, Salomon RG (2012) J Org Chem 77:1554

    Article  CAS  Google Scholar 

  15. Yaremenko IA, Vil VA, Demchuk DV, Terent’ev AO (2016) Beilstein J Org Chem 12:1647

    Article  CAS  Google Scholar 

  16. Zhang M, Han Y, Niu J-L, Zhang Z-H (2017) Adv Synth Catal. https://doi.org/10.1002/adsc.201700671

    Google Scholar 

  17. Maurya R, Soni A, Anand D, Ravi M, Raju KS, Taneja I, Naikade NK, Puri SK, Kanojiya S, Yadav PP (2013) ACS Med Chem Lett 4:165

    Article  CAS  Google Scholar 

  18. Zizak Z, Juranic Z, Opsenica D, Solaja BA (2009) Investig New Drug 27:432

    Article  CAS  Google Scholar 

  19. Terzic N, Opsenica D, Milic D, Tinant B, Smith KS, Milhous WK, Šolaja BA (2007) J Med Chem 50:5118

    Article  CAS  Google Scholar 

  20. Opsenica D, Dennis K, Wilbur M, Solaja B (2003) J Serb Chem Soc 68:291

    Article  CAS  Google Scholar 

  21. Šolaja BA, Terzić N, Pocsfalvi G, Gerena L, Tinant B, Opsenica D, Milhous WK (2002) J Med Chem 45:3331

    Article  Google Scholar 

  22. Kirchhofer C, Vargas M, Braissant O, Dong Y, Wang X, Vennerstrom JL, Keiser J (2011) Acta Trop 118:56

    Article  CAS  Google Scholar 

  23. Ravi M, Anand D, Maurya R, Chauhan P, Naikade NK, Shukla SK, Yadav PP (2013) Synlett 24:173

    CAS  Google Scholar 

  24. Wu Y, Li Y, Wittlin S (2012) Heterocycles 84:1217

    Article  Google Scholar 

  25. Tada N, Cui L, Okubo H, Miura T, Itoh A (2010) Chem Commun 46:1772

    Article  CAS  Google Scholar 

  26. Amewu R, Gibbons P, Mukhtar A, Stachulski AV, Ward SA, Hall C, Rimmer K, Davies J, Vivas L, Bacsa J, Mercer AE, Nixon G, Stocksb PA, O’Neill PM (2010) Org Biomol Chem 8:2068

    Article  CAS  Google Scholar 

  27. Griesbeck AG, Schlundt V, Neudörfl JM (2013) RSC Adv 3:7265

    Article  CAS  Google Scholar 

  28. Orfanopoulos M, Alberti M (2010) Synlett 2010:999

    Article  Google Scholar 

  29. Sabbani S, Pensée LL, Bacsa J, Hedenström E, O’Neill PM (2009) Tetrahedron 65:8531

    Article  CAS  Google Scholar 

  30. Griesbeck AG, El-Idreesy TT, Lex J (2006) Tetrahedron 62:10615

    Article  CAS  Google Scholar 

  31. Chen HJ, Hao HD, Wu YK (2015) Eur J Org Chem 2015:4423

    Article  CAS  Google Scholar 

  32. Singh C, Malik H (2005) Org Lett 7:5673

    Article  CAS  Google Scholar 

  33. Subramanyam V, Brizuela CL, Soloway AH (1976) J Chem Soc Chem Commun 13:508

    Article  Google Scholar 

  34. Ogata Y, Sawaki Y, Shimizu H (1978) J Org Chem 43:1760

    Article  CAS  Google Scholar 

  35. Tang Y, Dong Y, Wang X, Sriraghavan K, Wood JK, Vennerstrom JL (2005) J Org Chem 70:5103

    Article  CAS  Google Scholar 

  36. Li Y, Hao HD, Wu Y (2009) Org Lett 11:2691

    Article  CAS  Google Scholar 

  37. Li TS, Zhang ZH, Liu YH (2008) Synthesis 2008:3314

    Article  Google Scholar 

  38. Yan X, Qiao CH, Guo ZW (2013) Synlett 24:502

    Article  CAS  Google Scholar 

  39. Li PH, Li BL, An ZM, Mo LP, Cui ZS, Zhang ZH (2013) Adv Synth Catal 355:2952

    Article  CAS  Google Scholar 

  40. Zhang M, Liu P, Liu YH, Shang ZR, Hu HC, Zhang ZH (2016) RSC Adv 6:106160

    Article  CAS  Google Scholar 

  41. Zhang M, Liu YH, Shang ZR, Hu HC, Zhang ZH (2017) Catal Commun 88:39

    Article  CAS  Google Scholar 

  42. Lu J, Ma EQ, Liu YH, Li YM, Mo LP, Zhang ZH (2015) RSC Adv 5:59167

    Article  CAS  Google Scholar 

  43. Li XT, Liu YH, Liu X, Zhang ZH (2015) RSC Adv 5:25625

    Article  CAS  Google Scholar 

  44. Hu HC, Liu YH, Li BL, Cui ZS, Zhang ZH (2015) RSC Adv 5:7720

    Article  CAS  Google Scholar 

  45. Liu YH, Wang P, Cheng GT (2013) Monatsh Chem 144:191

    Article  CAS  Google Scholar 

  46. Liu YH, Li L (2012) J Heterocycl Chem 49:861

    Article  CAS  Google Scholar 

  47. Liu YH, Tao XY, Lei LQ, Zhang ZH (2009) Synth Commun 39:580

    Article  Google Scholar 

  48. Liu YH, Liu QS, Zhang ZH (2009) Tetrahedron Lett 50:916

    Article  CAS  Google Scholar 

  49. Liu YH, Liu QS, Zhang ZH (2008) J Mol Catal A Chem 296:42

    Article  CAS  Google Scholar 

  50. Zhang ZH, Liu YH (2008) Catal Commun 9:1715

    Article  CAS  Google Scholar 

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Acknowledgements

We are grateful for the financial support from the National Natural Science Foundation of China (21677046), the Natural Science Foundation of Hebei Province (H2015206393) and the Natural Science Foundation of Hebei Education Department (QN2014126).

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Correspondence to Yu-Heng Liu or Zi-Chuan Ma.

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Liu, YH., Hu, HC., Ma, ZC. et al. Magnetic nano-graphene oxide-supported molybdenum (Fe3O4/GO-Mo) as a green, efficient, and recyclable catalyst for synthesis of β-hydroxy hydroperoxides. Monatsh Chem 149, 551–556 (2018). https://doi.org/10.1007/s00706-017-2092-8

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  • DOI: https://doi.org/10.1007/s00706-017-2092-8

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