纳米磁性固体酸SO42-/Zr(OH)4-Fe3O4催化水相不对称Aldol反应

邬涛 万敬伟 马学兵

引用本文: 邬涛, 万敬伟, 马学兵. 纳米磁性固体酸SO42-/Zr(OH)4-Fe3O4催化水相不对称Aldol反应[J]. 催化学报, 2015, 36(3): 425-431. doi: 10.1016/S1872-2067(14)60222-9 shu
Citation:  Tao Wu, Jingwei Wan, Xuebing Ma. Aqueous asymmetric aldol reaction catalyzed by nanomagnetic solid acid SO42-/Zr(OH)4-Fe3O4[J]. Chinese Journal of Catalysis, 2015, 36(3): 425-431. doi: 10.1016/S1872-2067(14)60222-9 shu

纳米磁性固体酸SO42-/Zr(OH)4-Fe3O4催化水相不对称Aldol反应

    通讯作者: 马学兵
  • 基金项目:

    国家自然科学基金(21071116). (21071116)

摘要: 以纳米磁性材料Fe3O4, ZrOCl2·8H2O和硫酸为原料, 在不同焙烧温度下制备了纳米磁性固体酸催化剂SO42-/Zr(OH)4-Fe3O4.详细表征了该磁性固体酸的SO42-负载量、酸分布、表面形貌和孔结构等特性.在含有硝基和氰基强吸电子基苯甲醛的不对称水相Aldol反应中, SO42-/Zr(OH)4-Fe3O4表现出优良的催化性能(83%-100%收率, 86.0%-95.6% ee antianti/syn = 88-96/12-4).该类磁性固体酸可在外加磁体作用下定量地从催化反应体系中分离并回收使用, 重复使用5次未见显著失活.

English

    1. [1] Casiraghi G, Battistini L, Curti C, Rassu G, Zanardi F. Chem Rev, 2011, 111: 3076[1] Casiraghi G, Battistini L, Curti C, Rassu G, Zanardi F. Chem Rev, 2011, 111: 3076

    2. [2] Adachi S, Harada T. Eur J Org Chem, 2009: 3661[2] Adachi S, Harada T. Eur J Org Chem, 2009: 3661

    3. [3] Markert M, Mahrwald R. Chem Eur J, 2008, 14: 40[3] Markert M, Mahrwald R. Chem Eur J, 2008, 14: 40

    4. [4] Palomo C, Oiarbide M, Garcia J M. Chem Soc Rev, 2004, 33: 65[4] Palomo C, Oiarbide M, Garcia J M. Chem Soc Rev, 2004, 33: 65

    5. [5] Zali A, Ghani K, Shokrolahi A, Keshavarz M H. Chin J Catal (催化学报), 2008, 29: 602[5] Zali A, Ghani K, Shokrolahi A, Keshavarz M H. Chin J Catal (催化学报), 2008, 29: 602

    6. [6] Garro R, Navarro M T, Primo J, Corma A. J Catal, 2005, 233: 342[6] Garro R, Navarro M T, Primo J, Corma A. J Catal, 2005, 233: 342

    7. [7] Climent M J, Corma A, Fornes V, Guil-Lopez R, Iborra S. Adv Synth Catal, 2002, 344: 1090[7] Climent M J, Corma A, Fornes V, Guil-Lopez R, Iborra S. Adv Synth Catal, 2002, 344: 1090

    8. [8] Kawal M, Onaka M, Izumi Y. Bull Chem Soc Jpn, 1988, 61: 1237[8] Kawal M, Onaka M, Izumi Y. Bull Chem Soc Jpn, 1988, 61: 1237

    9. [9] Bhupathi R S, Devi B R, Dubey P K. Asian J Chem, 2011, 23: 4215[9] Bhupathi R S, Devi B R, Dubey P K. Asian J Chem, 2011, 23: 4215

    10. [10] Demuynck A L W, Peng L, de Clippel F, Vanderleyden J, Jacobs P A, Sels B F. Adv Synth Catal, 2011, 353: 725[10] Demuynck A L W, Peng L, de Clippel F, Vanderleyden J, Jacobs P A, Sels B F. Adv Synth Catal, 2011, 353: 725

    11. [11] Polshettiwar V, Luque R, Fihri A, Zhu H B, Bouhrara M, Basset J M. Chem Rev, 2011, 111: 3036[11] Polshettiwar V, Luque R, Fihri A, Zhu H B, Bouhrara M, Basset J M. Chem Rev, 2011, 111: 3036

    12. [12] Zhang D H, Zhou C, Sun Z H, Wu L Z, Tung C H, Zhang T R. Nanoscale, 2012, 4: 6244[12] Zhang D H, Zhou C, Sun Z H, Wu L Z, Tung C H, Zhang T R. Nanoscale, 2012, 4: 6244

    13. [13] Gawande M B, Branco P S, Varma R S. Chem Soc Rev, 2013, 42: 3371[13] Gawande M B, Branco P S, Varma R S. Chem Soc Rev, 2013, 42: 3371

    14. [14] Wang P C, Zhu J, Liu X, Lu T T, Lu M. ChemPlusChem, 2013, 78: 310[14] Wang P C, Zhu J, Liu X, Lu T T, Lu M. ChemPlusChem, 2013, 78: 310

    15. [15] Koukabi N, Kolvari E, Zolfigol M A, Khazaei A, Shaghasemi B S, Fasahati B. Adv Synth Catal, 2012, 354: 2001[15] Koukabi N, Kolvari E, Zolfigol M A, Khazaei A, Shaghasemi B S, Fasahati B. Adv Synth Catal, 2012, 354: 2001

    16. [16] Wang Q H, Zhao W C, Sun X H, Zhao W J. Catal Lett, 2008, 121: 324[16] Wang Q H, Zhao W C, Sun X H, Zhao W J. Catal Lett, 2008, 121: 324

    17. [17] Zillillah, Tan G W, Li Z. Green Chem, 2012, 14: 3077[17] Zillillah, Tan G W, Li Z. Green Chem, 2012, 14: 3077

    18. [18] Lai D M, Deng L, Guo Q X, Fu Y. Energy Environ Sci, 2011, 4: 3552[18] Lai D M, Deng L, Guo Q X, Fu Y. Energy Environ Sci, 2011, 4: 3552

    19. [19] Lai D M, Deng L, Li J, Liao B, Guo Q X, Fu Y. ChemSusChem, 2011, 4: 55[19] Lai D M, Deng L, Li J, Liao B, Guo Q X, Fu Y. ChemSusChem, 2011, 4: 55

    20. [20] Kong A G, Wang P, Zhang H Q, Yang F, Huang S P, Shan Y K. Appl Catal A, 2012, 417-418: 183[20] Kong A G, Wang P, Zhang H Q, Yang F, Huang S P, Shan Y K. Appl Catal A, 2012, 417-418: 183

    21. [21] Chouhan G, Wang D S, Alper H. Chem Commun, 2007: 4809[21] Chouhan G, Wang D S, Alper H. Chem Commun, 2007: 4809

    22. [22] Hino M, Kobayashi S, Arata K. J Am Chem Soc, 1979, 101: 6439[22] Hino M, Kobayashi S, Arata K. J Am Chem Soc, 1979, 101: 6439

    23. [23] Lei T, Hua W M, Tang Y, Yue Y H, Gao Z. Chem J Chin Univ(雷霆, 华伟明, 唐颐, 乐英红, 高滋. 高等学校化学学报), 2000, 21: 1697[23] Lei T, Hua W M, Tang Y, Yue Y H, Gao Z. Chem J Chin Univ(雷霆, 华伟明, 唐颐, 乐英红, 高滋. 高等学校化学学报), 2000, 21: 1697

    24. [24] Hu Z J, Ling L C, Lü C X, Liu L, Zhang B J. Chin J Catal(胡子君, 凌立成, 吕春祥, 刘朗, 张碧江. 催化学报), 1998, 19: 447[24] Hu Z J, Ling L C, Lü C X, Liu L, Zhang B J. Chin J Catal(胡子君, 凌立成, 吕春祥, 刘朗, 张碧江. 催化学报), 1998, 19: 447

    25. [25] Chang Z, Guo C X, Duan X, Zhang M L. Chin J Catal (常铮, 郭灿雄, 段 雪, 张密林. 催化学报), 2003, 24: 47[25] Chang Z, Guo C X, Duan X, Zhang M L. Chin J Catal (常铮, 郭灿雄, 段 雪, 张密林. 催化学报), 2003, 24: 47

    26. [26] Zhang M L, Wang J, Mei C S, Jing X Y, Duan X. Chem J Chin Univ(张密林, 王君, 梅长松, 景晓燕, 段雪. 高等学校化学学报), 2002, 23: 1347[26] Zhang M L, Wang J, Mei C S, Jing X Y, Duan X. Chem J Chin Univ(张密林, 王君, 梅长松, 景晓燕, 段雪. 高等学校化学学报), 2002, 23: 1347

    27. [27] Wan J W, Ma X B, He R X, Li M. Chin Chem Lett, 2014, 25: 557[27] Wan J W, Ma X B, He R X, Li M. Chin Chem Lett, 2014, 25: 557

    28. [28] Zhang J R, Gao L. Mater Lett, 2004, 58: 2730[28] Zhang J R, Gao L. Mater Lett, 2004, 58: 2730

    29. [29] Ren B, Fan M Q, Wang J, Jing X Y. Solid State Sci, 2011, 13: 1594[29] Ren B, Fan M Q, Wang J, Jing X Y. Solid State Sci, 2011, 13: 1594

    30. [30] Wan J W, Ding L, Wu T, Ma X B, Tang Q. RSC Adv, 2014, 4: 38323[30] Wan J W, Ding L, Wu T, Ma X B, Tang Q. RSC Adv, 2014, 4: 38323

    31. [31] Zhou J Q, Wan J W, Ma X B, Wang W. Org Biomol Chem, 2012, 10: 4179[31] Zhou J Q, Wan J W, Ma X B, Wang W. Org Biomol Chem, 2012, 10: 4179

    32. [32]

    33. [32] Wang W, Ma X B, Wan J W, Cao J, Tang Q. Dalton Trans, 2012, 41: 5715[32] Wang W, Ma X B, Wan J W, Cao J, Tang Q. Dalton Trans, 2012, 41: 5715

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  • 发布日期:  2015-03-20
  • 收稿日期:  2014-07-13
  • 网络出版日期:  2014-09-02
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