Carbon dioxide/epoxide coupling reactions utilizing Lewis base adducts of zinc halides as catalysts. Cyclic carbonate versus polycarbonate production

Inorganic Chemistry

Volumn 42, Issue 2, 2003, Pages 581-589

  Darensbourg, Donald J ^a   Lewis, Samuel J ^a   Rodgers, Jody L ^a   Yarbrough, Jason C ^a  

^a TEXAS A AND M UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2,6 DIMETHOXYPYRIDINE; 3 TRIFLUOROMETHYLPYRIDINE; BROMINE; CARBON DIOXIDE; CARBONIC ACID DERIVATIVE; CHLORINE; DICHLOROMETHANE; EPOXIDE; POLYCARBONATE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG; ZINC COMPLEX;

ARTICLE; CATALYST; CRYSTAL STRUCTURE; INFRARED SPECTROSCOPY; REACTION ANALYSIS; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0037467759     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic0259641     Document Type: Article

References (34)

1. Inoue, S.; Koinuma, H.; Tsuruta, T. J. Polym. Sci., Part B: Polym. Phys. 1969, 7, 287.
2. (a) Darensbourg, D. J.; Holtcamp, M. W. Macromolecules 1995, 28, 7577.
3. (b) Super, M.; Berluche, E.; Costello, C.; Beckman, E. Macromolecules 1997, 30, 368.
4. (c) Super, M.; Beckman, E. J. Macromol. Symp. 1998, 127, 89.
5. (d) Cheng, M.; Lobkovsky, E. B.; Coates, G. W. J. Am. Chem. Soc. 1998, 120, 11018.
6. (e) Beckman, E. Science 1999, 283, 946.
7. (f) Darensbourg, D. J.; Holtcamp, M. W.; Struck, G. E.; Zimmer, M. S.; Niezgoda, S. A.; Rainey, P.; Robertson, J. B.; Draper, J. D.; Reibenspies, J. H. J. Am. Chem. Soc. 1999, 121, 107.
8. (g) Darensbourg, D. J.; Wildeson, J. R.; Yarbrough, J. C.; Reibenspies, J. H. J. Am. Chem. Soc. 2000, 122, 12487.
9. (h) Cheng, M.; Moore, D. R.; Reczek, J. J.; Chamberlain, B. M.; Lobkovsky, B. E.; Coates, G. W. J. Am. Chem. Soc. 2001, 123, 8738.
10. (i) Darensbourg, D. J.; Yarbrough, J. C. J. Am. Chem. Soc. 2002, 124, 6335.
11. (j) Moore, D. R.; Cheng, M.; Lobkovsky, E. B.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2599.
12. (a) Inoue, S. J. Polym. Sci., Part A: Polym. Chem. 2000, 38, 2861.
13. (b) Mang, S.; Cooper, A. I.; Colclough, M. E.; Chauhan, N.; Holmes, A. B. Macromolecules 2000, 33, 303.
14. (c) Stamp, L. M.; Mang, S. A.; Holmes, A. B.; Knights, K. A.; de Miguel, Y. R.; McConvey, I. F. Chem. Commun. 2001, 2502.
15. (d) Kruper, W. J.; Dellar, D. V. J. Org. Chem. 1995, 60, 725.
16. Darensbourg, D. J.; Holtcamp, M. W. Coord. Chem. Rev. 1996, 153, 155.
17. Behr, A. Carbon Dioxide Activation by Metal Complexes; VCH: Weinheim, 1988; p 7.
18. Nankee, R. J.; Avery, J. R. Schrems, J. E. Dow Chem. Patent FR. 15, 72, 282, 1967; Chem. Abstr. 1970, 72, 69016p.
19. Pizzi, H.; Stephanou, A. J. Appl. Polym. Sci. 1993, 49, 2157.
20. Shaikh, A.-A. G.; Sivaram, S. Chem. Rev. 1996, 96, 951-976.
21. (a) Matsuda, H.; Ninagawa, A.; Nomura, R. Chem. Lett. 1979, 1261.
22. (b) Matsuda, H.; Ninagawa, A.; Nomura, R.; Tsuchida, T. Chem. Lett. 1979, 573.
23. (c) Ratzenhofer, M.; Kisch, H. Angew. Chem. Int. Ed. Engl. 1980, 19, 317.
24. (d) Nomura, R.; Ninagawa, A.; Matsuda, H. J. Org. Chem. 1980, 45, 3735.
25. (e) Nomura, R.; Kimura, M.; Teshima, S.; Ninagawa, A.; Matsuda, H. Bull. Chem. Soc. Jpn. 1982, 55, 3200.
26. (f) Kisch, H.; Millini, R.; Wang, I. J. Chem. Ber. 1986, 119, 1090.
27. (g) Dümler, W.; Kisch, H. Chem. Ber. 1990, 123, 277.
28. (h) Paddock, R. L.; Nguyen, S. T. J. Am. Chem. Soc. 2001, 123, 11498.
29. (a) Kim, H. S.; Kim, J. J.; Lee, B. G.; Jung, O. S.; Jang, H. G.; Kang, S. O. Angew. Chem., Int. Ed. 2000, 39, 4096.
30. (b) Kim, H. S.; Kim, J. J.; Kwon, H. N.; Chung, M. J.; Lee, B. G.; Jang, H. G. J. Catal. 2002, 205, 226.
31. Postmus, C.; Ferraro, J. R.; Wozniak, W. Inorg. Chem. 1967, 6, 2030.
32. Burk, R. M.; Roof, M. B. Tetrahedron Lett. 1993, 34, 395.
33. 2 as is seen in Figures 7C and 8.
34. CHO at 90 °C ≈ 0.70) and cyclohexene oxide-poor phases, the former being where the catalyst resides and the phase monitored by our in situ infrared probe.