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Pd Nanoparticles in the Thermoregulated Ionic Liquid and Organic Biphasic System: An Efficient and Recyclable Catalyst for Heck Reaction

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Abstract

A thermoregulated ionic liquid and organic biphasic system composed of ionic liquid [CH3(OCH2CH2)16N+Et3][CH3SO3 −] (ILPEG750) with ILPEG750-stabilized Pd nanoparticles and organic solvents, which allows for not only a highly efficient homogeneous catalytic reaction, but also an easy biphasic separation and reuse of catalyst attributed to the thermoregulated phase-transition property of the system, was employed for Heck reaction. The ILPEG750-stabilized Pd nanoparticle catalyst exhibited high efficiency, more importantly, after reaction the Pd nanoparticle catalyst could be separated from products by simple phase separation and recycled for six times without evident loss of activity.

Graphical Abstract

A thermoregulated ionic liquid and organic biphasic system containing [CH3(OCH2CH2)16N+Et3][CH3SO -3 ] (ILPEG750)-stabilized Pd nanoparticles was applied to Heck reaction for the first time. The Pd nanoparticle catalyst exhibited high efficiency and good recyclability.

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References

  1. Roucoux A, Schulz J, Patin H (2002) Chem Rev 102:3757

    Article  CAS  Google Scholar 

  2. Widegren JA, Finke RG (2003) J Mol Catal A 191:187

    Article  CAS  Google Scholar 

  3. Chechik V, Crooks RM (2000) J Am Chem Soc 122:1243

    Article  CAS  Google Scholar 

  4. Moreno-Mañas M, Pleixats R, Villarroya S (2001) Organometallics 20:4524

    Article  Google Scholar 

  5. Huang TS, Wang YH, Jiang JY, ** ZL (2008) Chin Chem Lett 19:102

    Article  CAS  Google Scholar 

  6. Li KX, Wang YH, Jiang JY, ** ZL (2010) Catal Commun 11:542

    Article  CAS  Google Scholar 

  7. Li KX, Wang YH, Jiang JY, ** ZL (2010) Chin J Catal 31:1191

    Article  CAS  Google Scholar 

  8. Dupont J, de Souza RF, Suarez PAZ (2002) Chem Rev 102:3667

    Article  CAS  Google Scholar 

  9. Mu XD, Meng JQ, Li ZC, Kou Y (2005) J Am Chem Soc 127:9694

    Article  CAS  Google Scholar 

  10. Dupont J, Fonseca GS, Umpierre AP, Fichtner PFP, Teixeira SR (2002) J Am Chem Soc 124:4228

    Article  CAS  Google Scholar 

  11. Fonseca GS, Umpierre AP, Fichtner PFP, Teixeira SR, Dupont J (2003) Chem Eur J 9:3263

    Article  CAS  Google Scholar 

  12. Yuan X, Yan N, **ao CX, Li CN, Fei ZF, Cai ZP, Kou Y, Dyson PJ (2010) Green Chem 12:228

    Article  CAS  Google Scholar 

  13. Hu Y, Yu YY, Hou ZS, Li H, Zhao XG, Feng B (2008) Adv Synth Catal 350:2077

    Article  CAS  Google Scholar 

  14. Crespo-Quesada M, Dykeman RR, Laurenczy G, Dyson PJ, Kiwi-Minsker L (2011) J Catal 279:66

    Article  CAS  Google Scholar 

  15. Sidhpuria KB, Daniel-da-Silva AL, Trindade T, Coutinho JAP (2011) Green Chem 13:340

    Article  CAS  Google Scholar 

  16. Jansat S, Durand J, Favier I, Malbosc F, Pradel C, Teuma E, Gómez M (2009) ChemCatChem 1:244

    Article  CAS  Google Scholar 

  17. Zhang GP, Zhou HH, Hu JQ, Liu M, Kuang YF (2009) Green Chem 11:1428

    Article  CAS  Google Scholar 

  18. Calò V, Nacci A, Monopoli A, Cotugno P (2009) Angew Chem Int Ed 48:6101

    Article  Google Scholar 

  19. Zeng Y, Wang YH, Jiang JY, ** ZL (2012) Catal Commun 19:70

    Article  CAS  Google Scholar 

  20. Zeng Y, Wang YH, Xu YC, Song Y, Zhao JQ, Jiang JY, ** ZL (2012) Chin J Catal 33:402

    Article  CAS  Google Scholar 

  21. Beletskaya IP, Cheprakov AV (2000) Chem Rev 100:3009

    Article  CAS  Google Scholar 

  22. Amatore C, Jutand A (2000) Acc Chem Res 33:314

    Article  CAS  Google Scholar 

  23. Yin LX, Liebscher J (2007) Chem Rev 107:133

    Article  CAS  Google Scholar 

  24. Prechtl MHG, Scholten JD, Dupont J (2010) Molecules 15:3441

    Article  CAS  Google Scholar 

  25. Favier I, Madec D, Teuma E, Gómez M (2011) Curr Org Chem 15:3127

    Article  CAS  Google Scholar 

  26. Rodríguez-Pérez L, Pradel C, Serp P, Gómez M, Teuma E (2011) ChemCatChem 3:749

    Article  Google Scholar 

  27. Phan NTS, Van der Sluys M, Jones CW (2006) Adv Synth Catal 348:609

    Article  CAS  Google Scholar 

  28. Lamblin M, Nassar-Hardy L, Hierso JC, Fouquet E, Felpin FX (2010) Adv Synth Catal 352:33

    Article  CAS  Google Scholar 

  29. Tan B, Jiang JY, Wang YH, Wei L, Chen DJ, ** ZL (2008) Appl Organometal Chem 22:620

    Article  CAS  Google Scholar 

  30. Cassol CC, Umpierre AP, Machado G, Wolke SI, Dupont J (2005) J Am Chem Soc 127:3298

    Article  CAS  Google Scholar 

  31. Reetz MT, Westermann E (2000) Angew Chem Int Ed 39:165

    Article  CAS  Google Scholar 

  32. Deshmukh RR, Rajagopal R, Srinivasan KV (2001) Chem Commun 17:1544

    Article  Google Scholar 

  33. Xu LJ, Chen WP, **ao JL (2000) Organometallics 19:1123

    Article  CAS  Google Scholar 

  34. Caló V, Nacci A, Monopoli A, Detomaso A, Iliade P (2003) Organometallics 22:4193

    Article  Google Scholar 

  35. Umpierre AP, Machado G, Fecher GH, Morais J, Dupont J (2005) Adv Synth Catal 347:1404

    Article  CAS  Google Scholar 

  36. Wen F, Bönnemann H, Jiang JY, Lu DM, Wang YH, ** ZL (2005) Appl Organometal Chem 19:81

    Article  CAS  Google Scholar 

  37. Luo CC, Zhang YH, Wang YG (2005) J Mol Catal A 229:7

    Article  CAS  Google Scholar 

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Acknowledgments

We gratefully acknowledge the financial support provided by the National Natural Science Foundation of China (Grant No. 21173031) and the Program for New Century Excellent Talents in Universities of China (Grant No. NCET-07-0138).

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Authors and Affiliations

  1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, 116024, People’s Republic of China

    Yan Zeng, Yanhua Wang, Yicheng Xu, Ying Song, **gyang Jiang & Zilin **

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  1. Yan Zeng
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  2. Yanhua Wang
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  3. Yicheng Xu
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  4. Ying Song
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  5. **gyang Jiang
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Correspondence to Yanhua Wang.

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Zeng, Y., Wang, Y., Xu, Y. et al. Pd Nanoparticles in the Thermoregulated Ionic Liquid and Organic Biphasic System: An Efficient and Recyclable Catalyst for Heck Reaction. Catal Lett 143, 200–205 (2013). https://doi.org/10.1007/s10562-012-0919-9

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  • DOI: https://doi.org/10.1007/s10562-012-0919-9

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