화학공학소재연구정보센터
Journal of Industrial and Engineering Chemistry, Vol.53, 134-142, September, 2017
A potential industrialized fiber-supported copper catalyst for one-pot multicomponent CuAAC reactions in water
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A potential industrialized fiber catalyst for “click chemistry” via the one-pot multicomponent Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) for the synthesis of 1,2,3-triazoles in water, is reported. Detailed characterization by appearance, mechanical properties, elemental analysis, FTIR spectroscopy, and SEM confirmed the rangeability of the fiber catalyst during the preparation and utilization processes. Moreover, the fiber catalyst-mediated reactions proceeded smoothly to afford triazoles with nearly quantitative yields in short time (15 min). Furthermore, the fiber catalyst has shown tandem activities and superior recyclability (over 10 cycles), and the procedure is operationally simple and amenable to the gram-scale on a simple fixed-bed reactor.
  1. Dunn PJ, Chem. Soc. Rev., 41, 1452 (2012)
  2. Giraud RJ, Williams PA, Sehgal A, Ponnusamy E, Phillips AK, Manley JB, ACS Sustain. Chem. Eng., 2, 2237 (2014)
  3. Busacca CA, Fandrick DR, Song JJ, Senanayake CH, Adv. Synth. Catal., 353, 1825 (2011)
  4. Borah P, Zhao YL, J. Catal., 318, 43 (2014)
  5. Munnik P, de Jongh PE, de Jong KP, Chem. Rev., 115(14), 6687 (2015)
  6. Pandey D, Deo G, J. Ind. Eng. Chem., 33, 99 (2016)
  7. Shi JL, Chem. Rev., 113(3), 2139 (2013)
  8. Huang YB, Shen M, Wang XS, Shi PC, Li HF, Cao R, J. Catal., 330, 452 (2015)
  9. Margelefsky EL, Zeidan RK, Davis ME, Chem. Soc. Rev., 37, 1118 (2008)
  10. Fan X, Zhang G, Zhang F, Chem. Soc. Rev., 44, 3023 (2015)
  11. Speybroeck VV, Hemelsoet K, Joos L, Waroquier M, Bell RG, Catlow CRA, Chem. Soc. Rev., 44, 7044 (2015)
  12. Badia JH, Fite C, Bringue R, Ramirez E, Iborra M, J. Ind. Eng. Chem., 42, 36 (2016)
  13. Lu J, Toy PH, Chem. Rev., 109(2), 815 (2009)
  14. Gericke M, Trygg J, Fardim P, Chem. Rev., 113(7), 4812 (2013)
  15. Gawande MB, Goswami A, Felpin FX, Asefa T, Huang XX, Silva R, Zou XX, Zboril R, Varma RS, Chem. Rev., 116(6), 3722 (2016)
  16. Yan Y, Miao J, Yang Z, Xiao FX, Yang HB, Liu B, Yang Y, Chem. Soc. Rev., 44, 3295 (2015)
  17. Chughtai AH, Ahmad N, Younus HA, Laypkov A, Verpoort F, Chem. Soc. Rev., 44, 6804 (2015)
  18. Kainz QM, Reiser O, Acc. Chem. Res., 47, 667 (2014)
  19. Kolb HC, Finn MG, Sharpless KB, Angew. Chem.-Int. Edit., 40, 2004 (2001)
  20. Kappe CO, Van der Eycken E, Chem. Soc. Rev., 39, 1280 (2010)
  21. Chu C, Liu R, Chem. Soc. Rev., 40, 2177 (2011)
  22. Thirumurugan P, Matosiuk D, Jozwiak K, Chem. Rev., 113(7), 4905 (2013)
  23. Alonso F, Moglie Y, Radivoy G, Acc. Chem. Res., 48, 2516 (2015)
  24. Kacprzak K, Skiera I, Piasecka M, Paryzek Z, Chem. Rev., 116(10), 5689 (2016)
  25. Tiwari VK, Mishra BB, Mishra KB, Mishra N, Singh AS, Chen X, Chem. Rev., 116(5), 3086 (2016)
  26. Glassford I, Teijaro CN, Daher SS, Weil A, Small MC, Redhu SK, Colussi DJ, Jacobson MA, Childers WE, Buttaro B, Nicholson AW, MacKerell AD, Cooperman BS, Andrade RB, J. Am. Chem. Soc., 138(9), 3136 (2016)
  27. Chassaing S, Kumarraja M, Sido ASS, Pale P, Sommer J, Org. Lett., 9, 883 (2007)
  28. Sau SC, Roy SR, Sen TK, Mullangi D, Mandal SK, Adv. Synth. Catal., 355, 2982 (2013)
  29. Buckley BR, Butterworth R, Dann SE, Heaney H, Stubbs EC, ACS Catal., 8, 793 (2015)
  30. Jumde RP, Evangelisti C, Mandoli A, Scotti N, Psaro R, J. Catal., 324, 25 (2015)
  31. Reichelt E, Heddrich MP, Jahn M, Michaelis A, Appl. Catal. A: Gen., 476, 78 (2007)
  32. Matatov-Meytal Y, Sheintuch M, Appl. Catal. A: Gen., 231(1-2), 1 (2002)
  33. Han L, Zhang L, Zhao G, Chen Y, Zhang Q, Chai R, Liu Y, Lu Y, ChemCatChem, 8, 1065 (2016)
  34. Balzhinimaev BS, Paukshtis EA, Vanag SV, Suknev AP, Zagoruiko AN, Catal. Today, 151(1-2), 195 (2010)
  35. Bortolozzi JP, Banus ED, Courtalon NL, Ulla MA, Milt VG, Miro EE, Catal. Today, 273, 252 (2016)
  36. Dai Z, Yu X, Huang C, Li M, Su J, Guo Y, Xu H, Ke Q, RSC Adv., 6, 97022 (2016)
  37. Panthi G, Park M, Kim HY, Lee SY, Park SJ, J. Ind. Eng. Chem., 21, 26 (2015)
  38. Liu X, Liu X, Tao M, Zhang W, J. Mater. Chem., 3, 13254 (2015)
  39. Vatutsina OM, Soldatov VS, Sokolova VI, Johann J, Bissen M, Weissenbacher A, React. Funct. Polym., 67(3), 184 (2007)
  40. Moroi G, Bilba D, Bilba N, Polym. Degrad. Stabil., 84, 207 (2004)
  41. Shi SL, Xing X, Lin H, Zhang W, Adv. Synth. Catal., 356, 2349 (2014)
  42. Shi XL, Tao M, Lin H, Zhang W, RSC Adv., 4, 64347 (2014)
  43. Shi XL, Zhang M, Lin H, Tao M, Li Y, Zhang W, Chem.: Asian J., 10, 752 (2015)
  44. Shi XL, Zhang M, Li Y, Zhang W, Green Chem., 15, 3438 (2013)
  45. Shi XL, Hu QQ, Wang F, Zhang WQ, Duan PG, J. Catal., 337, 233 (2016)
  46. Lopatin S, Mikenin P, Pisarev D, Baranov D, Zazhigalov S, Zagoruiko A, Chem. Eng. J., 282, 58 (2015)
  47. Xiong X, Cai L, Jiang Y, Han Q, ACS Sustain. Chem. Eng., 2, 765 (2014)
  48. Radatz CS, Soares LDA, Vieira ER, Alves D, Russowsky D, Schneider PH, New J. Chem., 38, 1410 (2014)
  49. Miao T, Wang L, Synthesis, 3, 363 (2008)
  50. Yamada YMA, Sarkar SM, Uozumi Y, J. Am. Chem. Soc., 134(22), 9285 (2012)
  51. Wang Y, Liu J, Xia C, Adv. Synth. Catal., 353, 1534 (2011)