Supercritical carbon dioxide/poly(ethylene glycol) biphasic system: Properties and application to catalysis

Chinese Journal of Organic Chemistry

Volumn 28, Issue 3, 2008, Pages 381-389

  Feng, Bo ^a   Hu, Yu ^a   Li, Huan ^a   Hou, Zhen Shan ^a  

^a RESEARCH INSTITUTE OF INDUSTRIAL CATALYSIS   (China)

Author keywords

Biphasic system; Homogeneous catalysis; Phase behavior; Poly(ethylene glycol); Supercritical carbon dioxide

Indexed keywords

EID: 44349149990     PISSN: 02532786     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (77)

1. Baiker, A. Chem. Rev. 1999, 99, 453.
2. Corma, A.; Garcia, H. Chem. Rev. 2003, 103, 4307.
3. Bhanage, B. M.; Ikushima, Y.; Shirai, M.; Arai, M. Chem. Commun. 1999, 1277.
4. Bhanage, B. M.; Ikushima, Y.; Shirai, M.; Arai, M. Tetrahedron Lett. 1999, 40, 6427.
5. Jacobson, G. B.; Lee, C. T.; Johnston, K. P.; Tumas, W. J. Am. Chem. Soc. 1999, 121, 11902.
6. Bonilla, R. J.; James, B. R.; Jessop, P. G. Chem. Commun. 2000, 941.
7. Blanchard, L. A.; Hancu, D.; Beckman, E. J.; Brennecke, J. F. Nature 1999, 399, 28.
8. Blanchard, L. A.; Brennecke, J. F. Ind. Eng. Chem. Res. 2001, 40, 287.
9. Brown, R. A.; Pollet, P.; McKoon, E.; Eckert, C. A.; Liotta, C. L.; Jessop, P. G. J. Am. Chem. Soc. 2001, 123, 1254.
10. Liu, F. C.; Abrams, M. B.; Baker, R. T.; Tumas, W. Chem. Commun. 2001, 433.
11. Bosmann, A.; Francio, G.; Janssen, E.; Solinas, M.; Leitner, W.; Wasserscheid, P. Angew. Chem., Int. Ed. 2001, 40, 2697.
12. Sellin, M. F.; Webb, P. B.; Cole-Hamilton, D. J. Chem. Commun. 2001, 781.
13. Guadagno, T.; Kazarian, S. G. J. Phys. Chem. B 2004, 108, 13995.
14. Eckert, C. A.; Chandler, K. J. Supercrit. Fluids 1998, 13, 187.
15. Han, B.-X. Supercritical Fluid Science and Technology, Sinopec Press, Beijing, 2005, pp. 2-4 (in Chinese).
16. Yue, X.-D.; He, L.-N. Chin. J. Org. Chem. 2006, 26, 610 (in Chinese).
17. Yang, S.-R.; Jiang, H.-F. J. Chem. Ind. Eng. 2004, 55, 1964 (in Chinese).
18. Chen, J.; Spear, S. K.; Huddleston, J. G.; Rogers, R. D. Green. Chem. 2005, 7, 64.
19. Heldebrant, D. J.; Witt, H. N.; Walsh, S. M.; Ellis, T.; Rauscher, J.; Jessop, P. G. Green Chem. 2006, 8, 807.
20. Hou, M. Q.; Liang, S. G.; Zhang, Z. F.; Song, J. Y.; Jiang, T.; Han. B. X. Fluid Phase Equilib. 2007, 258, 108.
21. Daneshvar, M.; Kim, S.; Gulari, E. J. Phys. Chem. 1990, 94, 2124.
22. Gourgouillon, D.; Ponte, M. N. Phys. Chem. Chem. Phys. 1999, 1, 5369.
23. Weidner, E.; Wiesmet, V.; Knez, Z.; Skerget, M. J. Supercrit. Fluids 1997, 10, 139.
24. Lopes, J. A.; Gourgouillon, D.; Pereira, P. J.; Ramos, A. M.; Ponte, M. N. J. Supercrit. Fluids 2000, 16, 261.
25. Matsuyama, K.; Mishima, K. Fluid Phase Equilib. 2006, 249, 173.
26. Mishima, K.; Matsuyama, K.; Nagatani, M. Fluid Phase Equilib. 1999, 161, 315.
27. Nalawade, S.; Picchioni, F.; Marsman, J. H.; Janssen, L. P. B. M. J. Supercrit. Fluids. 2006, 36, 236.
28. Chang, C. J.; Randolph, A. D. AIChE J. 1990, 36, 939.
29. Wei, M.; Musie, G. T.; Busch, D. H.; Subramaniam, B. J. Am. Chem. Soc. 2002, 124, 2513.
30. Kordikowski, A.; Schenk, A. P.; Van Nielen, R. M.; Peters, C. J. J. Supercrit. Fluids 1995, 8, 205.
31. Gourgouillon, D.; Avelino, H.; Fareleira, J.; Ponte, M. N. J. Supercrit. Fluids 1998, 13, 177.
32. Yeo, S. D.; Kiran, E. Macromolecules 1999, 32, 7325.
33. Yeo, S. D.; Kiran, E. J. App. Polym. Sci. 2000, 75, 306.
34. Xiong, Y.; Kiran, E. Polymer 1995, 36, 4817.
35. Dariva, C.; Coelho, L. A. F.; Oliveira, J. V. Fluid Phase Equilib. 1999, 158, 1045.
36. Harrison, K. L.; Johnston, K. P.; Sanchez, I. C. Langmuir 1996, 12, 2637.
37. Freitag, N. P.; Robinson, D. B. Fluid Phase Equilib. 1986, 31, 183.
38. McHugh, M. A.; Yogan, T. J. J. Chem. Eng. Data 1984, 29, 112.
39. Heldebrant, D. J.; Jessop, P. G. J. Am. Chem. Soc. 2003, 125, 5600.
40. Jessop, P. G. J. Supercrit. Fluids 2006, 38, 211.
41. Liu, W.-J.; Liang, Y.; Tang, S.; Li, J.-H. Chin. J. Org. Chem. 2004, 24, 1553 (in Chinese).
42. Zhao, F.-Y.; Ikushima, Y.; Chatterjee, M.; Shirai, M.; Arai, M. Green Chem. 2003, 5, 76.
43. Jiang, H.-F. Chin. J. Org. Chem. 2001, 21, 974 (in Chinese).
44. Cao, W.-L.; Wang, H.-B.; Gao, X.-X.; Zhang, J.-J.; Zhang, J.-C. Chin. J. Catal. 2004, 25, 556 (in Chinese).
45. He, T.; Yu, L.-L.; Chen, M.-C.; Hu, H.-Q.; Lü, S.-H. Polym. Mater. Sci. Eng. 2005, 21, 92 (in Chinese).
46. Li, J.-H.; Xie, Y.-X.; Jiang, H.-F.; Chen, M.-C. Green Chem. 2002, 4, 424.
47. Yeung, K.; Lee, C. T. Jr.; Johnston, K. P.; Crooks, R. M. Chem. Commun. 2001, 2290.
48. Kainz, S.; Brinkman, A.; Leitner, W.; Pfaltz, A. J. Am. Chem. Soc. 1999, 121, 6421.
49. Rathke, J. W.; Klingler, R. J.; Krause, T. R. Organometallics 1991, 10, 1350.
50. Burk, M. J.; Feng, S.; Gross, M. F.; Tumas, W. J. Am. Chem. Soc. 1995, 117, 8277.
51. Koch, D.; Leitner, W. J. Am. Chem. Soc. 1998, 120, 13398.
52. Oakes, R. S.; Clifford, A. A.; Rayner, C. M. J. Chem. Soc., Perkin Trans. 1 2001, 917.
53. Lu, Y.-D.; Wang, Y.-H.; Jin, Z.-L. Chin. J. Org. Chem. 2006, 26, 181 (in Chinese).
54. Chandrasekhar, S.; Narsihmulu, C.; Sultana, S. S.; Reddy, N. R. Org. Lett. 2002, 4, 4399.
55. Ritter, U.; Winkhofer, N.; Schmidt, H.-G.; Roesky, H. W. Angew. Chem., Int. Ed. 1996, 35, 524.
56. Chandrasekhar, S.; Narsihmulu, C.; Sultana, S. S.; Reddy, N. R. Chem. Commun. 2003, 1716.
57. Chandrasekhar, S.; Shyamsunder, T.; Chandrasekhar, G.; Narsihmulu, C. Synlett 2004, 522.
58. Chandrasekhar, S.; Narsihmulu, C.; Chandrasekhar, G.; Shyamsunder, T. Tetrahedron Lett. 2004, 45, 2421.
59. Chandrasekhar, S.; Narsihmulu, C.; Saritha, B.; Sultana, S. S. Tetrahedron Lett. 2004, 45, 5865.
60. Bhanage, B. M.; Ikushima, Y.; Shirai, M.; Arai, M. Tetrahedron Lett. 1999, 40, 6427.
61. Macnanghton, S. J.; Foster, N. R. Ind. Eng. Chem. Res. 1994, 33, 2757.
62. Hou, Z.-S.; Theyssen, N.; Brinkmann, A.; Leitner, W. Angew. Chem., Int. Ed. 2005, 44, 1346.
63. (a) Jenzer, G.; Sueur, D.; Mallat, T.; Baiker, A. Chem. Commun. 2000, 22, 2247.
64. (b) Grunwaldt, J. D.; Caravati, M.; Ramin, M.; Baiker, A. Catal. Lett. 2003, 90, 221.
65. (c) Steele, A. M.; Zhu, J.; Tsang, S. C. Catal. Lett. 2001, 73, 9.
66. (d) Glser, R.; Jos, R.; Williardt, J. Top. Catal. 2003, 22, 31.
67. Hou, Z.-S.; Theyssen, N.; Leitner, W. Green Chem. 2007, 9, 127.
68. Wang, J.-Q.; He, L.-N. The Proceedings of the Eight International Symposium on Green Chemistry in China, Beijing, 2007, p. 135.
69. Wang, J.-Q.; Cai, F.; Wang, E.; He, L.-N. Green Chem. 2007, 9, 882.
70. Solinas, M.; Jiang, J.-Y.; Stelzer, O.; Leitner, W. Angew. Chem., Int. Ed. 2005, 44, 2291.
71. Komoto, I.; Kobayashi, S. Chem. Commun. 2001, 1842.
72. Komoto, I.; Kobayashi, S. J. Org. Chem. 2004, 69, 680.
73. Reetz, M. T.; Wiesenhofer, W. Chem. Commun. 2004, 23, 2750.
74. Reetz, M. T.; Wiesenhofer, W.; Francio, G.; Leitner, W. Adv. Synth. Catal. 2003, 345, 1221.
75. Du, Y.; Wang, J.-Q.; Chen, J.-Y.; Cai, F. He, L.-N. Tetrahedron Lett. 2006, 47, 1271.
76. Tian, J.-S.; Miao, C.-X.; Wang, J.-Q.; Cai, F.; Du, Y.; Zhao, Y.; He, L.-N. Green Chem. 2007, 9, 566.
77. Kayaki, Y.; Shimokawatoko, Y.; Ikariya, T. Adv. Synth. Catal. 2003, 345, 175.