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Environmental Benign Oxidation of Benzyl Alcohol Catalyzed by Sulphonato-Salphen–Chromium(III) Complexes Immobilized on MCM-41

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Abstract

Three amphiphilic sulphonato-salen–chromium(III) complexes immobilized on MCM-41 were prepared for the solvent-free selective oxidation of benzyl alcohol with 30 % hydrogen peroxide. The immobilized complexes were effective catalysts and exhibited much higher catalytic performance than their corresponding homogeneous analogues and immobilized lipophilic complexes. Under the optimum reaction conditions, benzyl alcohol conversion could reach 60.3 % with 100 % of the selectivity to benzaldehyde. In addition, the catalysts could be recycled at least five times.

Graphical Abstract

The immobilized amphiphilic sulphonato-salen–chromium(III) complexes were effective in the selective oxidation of benzyl alcohol due to the increased accessibility of oxidant to catalyst and reactant. The best benzyl alcohol conversion reached 60.3% with 100% of the selectivity to benzaldehyde.

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References

  1. Kroschwitz JI (1992) In: Kirk O (ed) Encyclopedia of chemical technology. Wiley, New York, p 6

    Google Scholar 

  2. Idaka N, Nishiyama S, Tsuruya S (2001) Phys Chem Chem Phys 3:1918

    Article  CAS  Google Scholar 

  3. Seyedi SM, Sandaroos R, Zohuri GH (2010) Chin Chem Lett 21:1303

    Article  CAS  Google Scholar 

  4. Ulaganatha Raja M, Ramesh R (2012) J Organomet Chem 699:5

    Article  Google Scholar 

  5. Ramakrishna D, Bhat BR (2011) Inorg Chem Commun 14:690

    Article  CAS  Google Scholar 

  6. Muthu Tamizh M, Mereiter K, Kirchner K, Karvembu R (2012) J Organomet Chem 700:194

    Article  CAS  Google Scholar 

  7. Aurangzeb N (1994) J Chem Soc Chem Commun 9:1153

    Article  Google Scholar 

  8. Silva AR, Figueiredo JL, Freire C, de Castro B (2004) Microporous Mesoporous Mater 68:83

    Article  CAS  Google Scholar 

  9. Joseph T, Hartmann M, Ernst S, Halligudi SB (2004) J Mol Catal A Chem 207:129

    Article  Google Scholar 

  10. Antonova NS, Carbó JJ, Kortz U, Kholdeeva OA, Poblet JM (2010) J Phys Chem C 132:7488

    CAS  Google Scholar 

  11. Wang XQ, Wu JP, Zhao MW, Lv YF, Li GY, Hu ChW (2009) J Phys Chem C 113:14270

    Article  CAS  Google Scholar 

  12. Kresge CT, Leonowicz ME, Roth WJ, Vartuli JC, Beck JS (1992) Nature 359:710

    Article  CAS  Google Scholar 

  13. Baleizão C, Gigante B, Sabater MJ, Garcia H, Corma A (2002) Appl Catal A 228:279

    Article  Google Scholar 

  14. Wu GD, Wang XL, Li JP, Zhao N, Wei W, Sun YH (2008) Catal Today 131:402

    Article  CAS  Google Scholar 

  15. Wang XL, Wu GD, Wei W, Sun YH (2010) Transition Met Chem 35:213

    Article  CAS  Google Scholar 

  16. Brunel D, Bellocq N, Sutra P, Cauvel A, Laspéras M, Moreau P, Renzo FD, Galarneau A, Fajula F (1998) Coord Chem Rev 180:1085

    Article  Google Scholar 

  17. Abe T, Tachibana Y, Uematsu T, Iwamoto M (1995) J Chem Soc Chem Commun 16:1617

    Article  Google Scholar 

  18. Moller K, Bein T (1998) Chem Mater 10:2950

    Article  CAS  Google Scholar 

  19. Choudary BM, Ramani T, Maheswaran H, Prashant L, Ranganath KVS, Kumarb KV (2006) Adv Synth Catal 348:493

    Article  CAS  Google Scholar 

  20. Bhattacharjee S, Anderson JA (2004) Chem Commun 5:554

    Article  Google Scholar 

  21. Bhattacharjee S, Dines TJ, Anderson JA (2004) J Catal 225:398

    Article  CAS  Google Scholar 

  22. Bhattacharjee S, Anderson JA (2006) J Mol Catal A 249:103

    Article  CAS  Google Scholar 

  23. Demicheli G, Maggi R, Mazzacani A, Righi P, Sartori G, Bigi F (2001) Tetrahedron Lett 42:2401

    Article  CAS  Google Scholar 

  24. Singh UG, Williams RT, Hallam KR, Allen GC (2005) J Solid State Chem 178:3405

    Article  CAS  Google Scholar 

  25. Lim MH, Stein A (1999) Chem Mater 11:3285

    Article  CAS  Google Scholar 

  26. Sing KSW, Everett DH, Haul RAW, Moscow L, Pierotti RA, Rouquerol T, Siemienewska T (1985) Pure Appl Chem 57:603

    Article  CAS  Google Scholar 

  27. Karandikar P, Dhanya KC, Deshpande S, Chandwadkar AJ, Sivasanker S, Agashe M (2004) Catal Commun 5:69

    Article  CAS  Google Scholar 

  28. Lau SH, Caps V, Yeung KW, Wong KY, Tsang SC (1999) Microporous Mesoporous Mater 32:279

    Article  CAS  Google Scholar 

  29. Silva AR, Figueiredo JL, Freire C, de Castro B (2004) Microporous Mesoporous Mater 68:83

    Article  CAS  Google Scholar 

  30. Joseph T, Hartmann M, Ernst S, Halligudi SB (2004) J Mol Catal A 207:129

    Article  Google Scholar 

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Acknowledgments

The authors acknowledge the financial supports from the National Natural Science Foundation of China (21003073, 21203093), the Qing Lan Project of Jiangsu Province, the Collegiate Natural Science Fund of Jiangsu Province (12KJD150007), and the Undergraduate Scientific and Technological Innovation Project of Nanjing Institute of Technology (N20131202).

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Authors and Affiliations

  1. Department of Environment and Technology, Nanjing Institute of Technology, Nanjing, 211167, People’s Republic of China

    Gongde Wu, Xiaoli Wang, Xianfeng Liu, Keqiang Ding, Fang Zhang & Xiaotian Zhang

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  1. Gongde Wu
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  2. Xiaoli Wang
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  3. Xianfeng Liu
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  4. Keqiang Ding
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  5. Fang Zhang
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  6. Xiaotian Zhang
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Correspondence to Gongde Wu or Xiaoli Wang.

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Wu, G., Wang, X., Liu, X. et al. Environmental Benign Oxidation of Benzyl Alcohol Catalyzed by Sulphonato-Salphen–Chromium(III) Complexes Immobilized on MCM-41. Catal Lett 144, 364–371 (2014). https://doi.org/10.1007/s10562-013-1102-7

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