Citation: Xiong Xingquan, Han Qian, Shi Lin, Xiao Shangyun, Bi Cheng. Application of Deep-Eutectic Solvents in Green Organic Synthesis[J]. Chinese Journal of Organic Chemistry, ;2016, 36(3): 480-489. doi: 10.6023/cjoc201508004 shu

Application of Deep-Eutectic Solvents in Green Organic Synthesis

  • Corresponding author: Xiong Xingquan, 
  • Received Date: 5 August 2015
    Available Online: 31 October 2015

    Fund Project: 国家自然科学基金(No. 21004024) (No. 21004024)福建省自然科学基金(No. 2016J01063) (No. 2016J01063)福建省高校新世纪优秀人才支持计划(No. 2012FJ-NCET-ZR03) (No. 2012FJ-NCET-ZR03)福建省高校杰出青年科研人才培育计划(No. 11FJPY02)以及华侨大学中青年教师科研提升资助计划(No. ZQN-YX103)资助项目. (No. 11FJPY02)以及华侨大学中青年教师科研提升资助计划(No. ZQN-YX103)

  • Since the definition of "green chemistry" was proposed in 1991, the green solvents have attracted considerable attention. In the two decades ago, ionic liquids grew up. However, as following the research, it was found that ionic liquids had some drawbacks. Nowadays, some new types of low-transition-temperature mixtures, i.e. deep-eutectic solvents (DES) are raised. Compared with the traditional ionic liquids, deep-eutectic solvents are greener, cheaper and more accessible. Furthermore, the preparation methods of deep-eutectic solvents are easy, and the components of them are biodegradable. In recent years, deep-eutectic solvents have been applied as green solvents in organic synthesis widely. In this review, the application of deep-eutectic solvents in cyclization reactions, replacement reactions, addition reactions, multicomponent reactions, enzyme catalytic reactions and other reactions in the last few years are briefly summarized, and the prospects of DESs are also discussed.
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    1. [1]

      [1] Hallett, J. P.; Welton, T. Chem. Rev. 2011, 111, 3508.

    2. [2]

      [2] Walsh, D. A.; Lovelock, K. R. J.; Licence, P. Chem. Soc. Rev. 2010, 39, 418.

    3. [3]

      [3] Bideau, J. L.; Viau, L.; Vioux, A. Chem. Soc. Rev. 2011, 40, 907.

    4. [4]

      [4] Xiong, X. Q.; Yi, C.; Han, Q.; Shi, L. Chin. J. Catal. 2015, 36, 237.

    5. [5]

      [5] Plechkova, N. V.; Seddon, K. R. Chem. Soc. Rev. 2008, 37, 123.

    6. [6]

      [6] Zhang, Q. H.; Vigier, K. D. O.; Royer, S.; Jérôme, F. Chem. Soc. Rev. 2012, 41, 7108.

    7. [7]

      [7] Ruβ, C.; König, B. Green Chem. 2012, 14, 2969.

    8. [8]

      [8] Smith, E. L.; Abbott, A. P.; Ryder, K. S. Chem. Rev. 2014, 114, 11060.

    9. [9]

      [9] Abboott, A. P.; Capper, G.; Davies, D. L.; Rasheed, R. K.; Tambyrajah, V. Chem. Commun. 2003, 70.

    10. [10]

      [10] Imperato, G.; Höger, S.; Lenoir, D.; König, B. Green Chem. 2006, 8, 1051.

    11. [11]

      [11] Imperato, G.; Eibler, E.; Niedermaier, J.; König, B. Chem. Commun. 2005, 1170.

    12. [12]

      [12] Ilgen, F.; König, B. Green Chem. 2009, 11, 848.

    13. [13]

      [13] Singh, B. S.; Lobo, H. R.; Pinjari, D. V.; Jarag, K. J.; Pandit, A. B.; Shankarling, G. S. Ultrason. Sonochem. 2013, 20, 633.

    14. [14]

      [14] Zhang, Z.-H.; Zhang, X.-N.; Mo, L.-P.; Li, Y.-X.; Ma, F.-P. Green Chem. 2012, 14, 1502.

    15. [15]

      [15] Chen, Z.; Zhou, B.; Cai, H.; Zou, X. Green Chem. 2009, 11, 275.

    16. [16]

      [16] Phadtare, S. B.; Shankarling, G. S. Green Chem. 2010, 12, 458.

    17. [17]

      [17] Singh,B.; Lobo, H.; Shankarling, G. Catal. Lett. 2011, 141, 178.

    18. [18]

      [18] De Santi, V.; Cardellini, F.; Brinchi, L.; Germani, R. Tetrahedron Lett. 2012, 53, 5151.

    19. [19]

      [19] Imperato, G.; Vasold, R.; König, B. Adv. Synth. Catal. 2006, 348, 2243.

    20. [20]

      [20] Wang, A. L.; Xing, P. F.; Zheng, X. L.; Cao, H. Y.; Yang, G.; Zheng, X. F. RSC Adv. 2015, 5, 59022.

    21. [21]

      [21] Pawar, P. M.; Jarag, K. J.; Shankarling, G. S. Green Chem. 2011, 13, 2130.

    22. [22]

      [22] Singh, B. S.; Lobo, H. R.; Shankarling, G. S. Catal. Commun. 2012, 2470.

    23. [23]

      [23] Sonawane, Y. A.; Phadtare, S. B.; Borse, B. N.; Jagtap, A. R.; Shankarling, G. S. Org. Lett. 2010, 12, 1456.

    24. [24]

      [24] Azizi, N.; Gholibeglo, E. RSC Adv. 2012, 2, 7413.

    25. [25]

      [25] Azizi, N.; Rahimi, Z.; Alipour, M. RSC Adv. 2015, 5, 61191.

    26. [26]

      [26] Iha, R. K.; Wooley, K. L.; Nystrom, A. M.; Burke, D. J.; Kade, M. J.; Hawker, C. J. Chem. Rev. 2009, 109, 5620.

    27. [27]

      [27] Azizi, N.; Mariami, M.; Edrisi, M. Dyes Pigm. 2014, 100, 215.

    28. [28]

      [28] Keshavarzipour, F.; Tavakol, H. Catal. Lett. 2015, 145, 1062.

    29. [29]

      [29] Gorke, J. T.; Srienc F.; Kazlauskas, R. J. Chem. Commun. 2008, 1235.

    30. [30]

      [30] Zhao, H.; Baker, G. A.; Holmes, S. Org. Biomol. Chem. 2011, 9, 1908.

    31. [31]

      [31] Zhao, H. Zhang, C.; Crittle, T. D. J.Mol. Catal. B: Enzym. 2013, 85.

    32. [32]

      [32] Azizi, N.; Batebi, E.; Bagherpour, S.; Ghafuri, H. RSC Adv. 2012, 2, 2289.

    33. [33]

      [33] Coulembier, O.; Lemaur, V.; Josse, T.; Minoia, A.; Cornil, J.; Dubois, P. Chem. Sci. 2012, 3, 723.

    34. [34]

      [34] Ilgen, F.; Ott, D.; Kralisch, D.; Reil, C.; Palmbergera, A.; König, B. Green Chem. 2009, 11, 1948.

    35. [35]

      [35] Hu, S.; Zhang, Z.; Zhou, Y.; Han, B.; Fan, H.; Li, W.; Song, J.; Xie, Y. Green Chem. 2008, 10, 1280.

    36. [36]

      [36] Hu, S.; Zhang, Z.; Zhou, Y.; Song, J.; Fan, H.; Han, B. Green Chem. 2009, 11, 873.

    37. [37]

      [37] De Oliveira Vigier, K.; Benguerba, A.; Barrault, J.; Jérôme, F. Green Chem. 2012, 14, 285.

    38. [38]

      [38] Patil, U. B.; Singh, A. S.; Nagarkar, J. M. RSC Adv. 2014, 4, 1102.

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