Complexes of ionic liquids with poly(ethylene glycol)s

Journal of Organic Chemistry

Volumn 75, Issue 6, 2010, Pages 1888-1891

  Luo, Shuping ^a   Zhang, Shuai ^a   Wang, Yifeng ^a   Xia, Aibao ^a   Zhang, Guangcun ^a   Du, Xiaohua ^a   Xu, Danqian ^a  

^a ZHEJIANG UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ACYCLIC POLYETHERS; ALKYLPYRIDINIUM SALTS; CHEMICAL EQUATIONS; METHYLIMIDAZOLIUM SALTS; POLY(PROPYLENE GLYCOL); UV-VIS SPECTROSCOPY;

CHEMICAL REACTIONS; ETHERS; ETHYLENE; ETHYLENE GLYCOL; IONIZATION OF LIQUIDS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POLYETHYLENE GLYCOLS; POLYETHYLENE OXIDES; POSITIVE IONS; PROPYLENE; SALTS; ULTRAVIOLET SPECTROSCOPY;

IONIC LIQUIDS;

1 ALKYL 3 METHYLIMIDAZOLIUM; 1 ALKYLPYRIDINIUM; 1 ALKYLPYRIDINIUM DERIVATIVE; CATION; IONIC LIQUID; MACROGOL; MACROGOL 1000; MACROGOL 10000; MACROGOL 800; POLYETHER; PROPYLENE GLYCOL; PYRIDINIUM DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; COMPLEX FORMATION; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; ULTRAVIOLET SPECTROSCOPY;

EID: 77949790603     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo902521w     Document Type: Article

References (60)

1. For selected reviews of ionic liquids, see: (a) Rebelo, L. P. N.; Lopes, J. N. C.; Esperança, J. M. S. S.; Guedes, H. J. R.; Lachwa, J.; Najdanovic-Visak, V.; Visak; Z. P. Acc. Chem. Res. 2007, 40, 1114.
2. (b) Marcin, S.; Andreas, M.; Rogers, R. D. Acc. Chem. Res. 2007, 40, 1182.
3. (c) Ohno, H.; Fukumoto, K. Acc. Chem. Res. 2007, 40, 1122.
4. (d) Fei, Z.; Geldbach, T. J.; Zhao, D.; Dyson, P. J. Chem. - Eur. J. 2006, 12, 2122.
5. (e) Binnemans, K. Chem. Rev. 2005, 105, 4148.
6. (f) Baudequin, C.; Brégeon, D.; Levillam, J.; Guillen, F.; Plaquevent, J.-C.; Gaumont, A.-C. Tetrahedron: Asymmertry 2005, 16, 3921.
7. For reviews about ionic liquids in catalysis, see: (a) Stefan, T.; Maria, M.; Radovan, S. Eur. J. Org. Chem. 2009, 3, 321.
8. (b) Dominguez de Maria, P. Angew. Chem., Int. Ed. 2008, 47, 6960.
9. (c) Malhotra, S. V.; Vineet, K.; Parmar, V. S. Curr. Org. Synth. 2007, 4, 370.
10. (d) Sara, C.; UIf, H.; Alessandra, B. Green Chem. 2007, 9, 954.
11. (e) Ralf, G. Top. Curr. Chem. 2007, 276, 1.
12. (f) Parvulescu, V. I.; Christopher, H. Chem. Rev. 2007, 107, 2615.
13. For reviews about ionic liquids in synthesis, see: (a) Plaquevent, J.-C.; Jocelyne, L.; Frederic, G.; Catherine, M.; Gaumont, A.-C. Chem. Rev. 2008, 108, 5035.
14. (b) Pawel, S.; Marc, M.; Karol, G. Chem. Soc. Rey. 2008, 37, 2433.
15. (c) Martins, M. A. P.; Frizzo, C P.; Moreira, D. N.; Nilo, Z.; Bonacorso, H. G. Chem. Rev. 2008, 108, 2015.
16. For selected reviews about ionic liquids in separations, see: (a) Cao, Y.; Wu, J.;Zhang, J.; Li, H.Q.; Zhang, Y.;He, J.S. Chem. Eng. J. 2009, 147, 13.
17. (b) Han, X. X.; Armstrong, D. W. Acc. Chem. Res. 2007, 40, 1079.
18. (c) Dietz, M. L. Sep. Sci. Technol. 2006, 41, 2047.
19. (a) Shvedene, N. V.; Chernyshov, D. V.; Pletnev, I. V. Russ. J. Gen. Chem. 2008, 78, 2507.
20. (b) Philippe, H.; Corinne, L. Chem. Rev. 2008, 108. 2238.
21. (c) Olmo. H. Electrochemical Aspects of Ionic Liquids; Wiley-Inter-Science: New York, 2005.
22. (a) Craig, S. L. Agnew. Chem. Int. Ed. 2009, 48, 2645.
23. (b) Chen, H.; Elabd, Y. A. Macromolecules 2009, 42, 3368.
24. (c) Lua, J. M.; Feng, Y. N.; Texter, J. Prog, Polym, Sci. 2009, 34, 431.
25. (d) Krishnan Marg, K. S. Polym. Eng. Sci. 2009, 49, 916.
26. (e) Pont, A.-L.; Marcilla, R.; Meatza, I. D.; Grande, H.; Mecrreyes, D. J. Power Sources 2009, 188, 558.
27. Pádua, A. A. H.; Gomes, M. F. C.; Lopes, J. N. A. C. Acc. Chem. Res. 2007, 40, 1087.
28. Greaves, T. L.; Drummond, C. J. Chem. Soc. Rev. 2008, 37, 1709.
29. (a) Gutowski, K. E.; Holbrey, J. D.; Rogers, R. D.; Dixon, D. A. J. Phys. Chem. B 2005, 109, 23196.
30. (b) Enders, F.; Abedin, S. Z. E. Phys, Chem, Chem. Phys. 2006, 2101.
31. (c) Salanne, M.; Simon, C.; Turq, P.; Madden, P. A. J. Phys. Chem. B 2007, 111, 1678.
32. (d) Kobrak, M. N. J. Phys. Chem. B 2007. 111, 4755.
33. (e) Kashyap, H. K.; Biswas, R. J. Phys. Chem. B 2008, 112, 12431.
34. (f) Zhao, C.; MacFarlane, D. R.; Bond, A. M. J. Am. Chem. Soc. 2009, 131, 16195.
35. (g) MacFarlane, D. R.; Forsyth, M.; Izgorodina, E. I.; Abbott, A. P.; Annat, G.; Fraser, K. Phys. Chem. Chem. Phys. 2009, 4962.
36. (h) Sowmiah, S.; Srinivasadesikan, V.; Tseng, M. C.; Chu, Y. H. Molecules 2009, 14, 3780.
37. Liu, L.; Zhao, N.; Scherman, O. A. Chem. Commun. 2008, 1070.
38. For recent publications on crown ether used in supramoecular chemistry, see: (a) Gibson, H. W.; Yamaguchi, N.; Hamilton, L. M.; Jones, J. W. J. Am. Chem. Soc. 2002, 124, 4653.
39. (b) Huang, F. H.; Jones, J. W.; Slebodnick, C.; Gibson, H. W. J. Am. Chem. Soc. 2003, 125, 14458.
40. (c) Huang, F. H.; Zakharov, L. N.; Rheingold, A. L.; Ashraf-Khorassani, M.; Gibson, H. W. J. Org. Chem. 2005, 70, 809.
41. (d) Huang, F. H.; Nagvekar, D. S.; Slebodnick, C.; Gibson, H. W. J. Am. Chem. Soc. 2005, 127, 484.
42. (e) Morino, K.; Oobo, M.; Yashima, E. Macrnmolecules 2005, 38, 3461.
43. (f) Badjic, J. D.; Ronconi, C. M.; Stoddart, J. F.; Balzani, V.; Silvi, S.; Credi, A. J. Am. Chem. Soc. 2006, 128, 1489.
44. (g) Tachibana, Y.; Kawasaki, H.; Kihara, N.: Takata. T. J. Org. Chem. 2006, 71, 5093.
45. (h) Leung, K. C. F.; Mendes, P. M.; Magonov, S. N.; Northrop, B. H.; Kim, S.; Patel, K.; Flood, A. H.; Tseng, H. R.; Stoddart, J. F. J. Am. Chem. Soc. 2006, 128, 10707.
46. (i) Huang, F. H.; Nagvekar, D. S.; Zhou, X. C.; Gibson, H. W. Macromolecules 2007, 40, 3561.
47. (j) Leung, K. C. F.; Aricó, F.; Cantrill, S. J.; Stoddart, J. F. Macromolecules 2007, 40, 3951.
48. (k) Han, C. Y.; He, C. L.; Zhou, Q. Z.; Zhang, J. Q.; Wang, C.; Li, N.; Huang, F. H. J. Org. Chem. 2008, 73, 5872.
49. (l) Wang, F.; Han, C. Y.; He, C. L.; Zhou, Q. Z.; Zhang, J. Q.; Wang, C.; Li, N.; Huang, F. H. J. Am. Chem. Soc. 2008, 130, 11254.
50. (m) Li, S. J.; Liu, M.; Zheng, B.; Zhu, K. L.; Wang, F.; Li, N.; Zhao, X. L.; Huang, F. H. Org. Lett. 2009, 11, 3350.
51. (a) Helden, G. V.; Wyttenbach, T.; Bowers, M. T. Science 1995, 267, 1483.
52. (b) Gokel, G. W.; Goli, D. M.; Schuitz, R. A. J. Org. Chem. 1983, 48, 2837.
53. (c) Frensdorff, H. K. J. Am. Chem. Soc. 1971, 93, 600.
54. (a) Chen, J.; Spear, S. K.; Huddleston, J. G.; Rogers, R. D. Green Chem. 2005, 7, 64.
55. (b) Harris, J. M.; Zalipsky, Z. S., Eds. Poly(ethylene glycol) Chemistry and Biological Applications; ACS Symp. Ser. No. 680; American Chemical Society: Washington, DC, 1997.
56. (c) Harris, J. M.; Press, P., Ed. Poly(ethylene glycol) Chemistry: Biotechnical and Biomedical Applications; Plenum, Press: New York, 1992.
57. Xu, D. Q.; Luo, S. P.; Wang, Y. F.; Xia, A. B.; Yue, H. D.; Wang, L. P.; Xu, Z. Y. Chem. Commun. 2007, 4393.
58. (a) Craig, S. L. Angew. Chem., Int. Ed. 2009, 48, 2645.
59. (b) Kouwer, P. H. J.; Swager, T. M. J. Am. Chem. Soc. 2007, 129, 14042.
60. Wu, B.; Liu, W. W.; Zhang, Y. M.; Wang, H. P. Chem - Eur. J. 2009, 15, 1804.