Living Ring-Opening Metathesis Polymerization of Bicyclo[3.2.0]heptene Catalyzed by a Ruthenium Alkylidene Complex

Macromolecules

Volumn 26, Issue 18, 1993, Pages 4975-4977

  Wu, Zhe ^a   Benedicto, Alto D ^a   Grubbs, Robert H ^a  

^a CALIFORNIA INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOPOLYMERS; POLYMERIZATION; RUTHENIUM COMPOUNDS; SYNTHESIS (CHEMICAL);

ALKYLIDENE COMPLEXES; BULK POLYMERIZATION; MACROMOLECULES; NORBORNENE;

POLYMERS;

EID: 0027648840     PISSN: 00249297     EISSN: 15205835     Source Type: Journal    
DOI: 10.1021/ma00070a039     Document Type: Editorial

References (33)

1. Szwarc, M. Advances in Polymer Science; Springer-Verlag: New York, 1983; Vol. 49.
2. Noshay, A.; McGrath, J. E. Block Copolymers; Academic: New York, 1977.
3. Grubbs, R. H.; Tumas, W. Science 1989, 243, 907.
4. Schrock, R. R. Acc. Chem. Res. 1990, 23, 158.
5. Schrock, R. R.; Feldman, J.; Cannizzo, L. F.; Grubbs, R. H. Macromolecules 1987, 20, 1169 and references therein.
6. Schrock, R. R.; Murdzek, J. S.; Bazan, G. C.; Robbins, J.; Dimare, M.; O'Regan, M. J. Am. Chem. Soc. 1990, 112, 3875.
7. Gilliom, L. R.; Grubbs, R. H. J. Am. Chem. Soc. 1986, 108, 733.
8. Johnson, L. K.; Virgil, S. C.; Grubbs, R. H.; Ziller, J. W. J. Am. Chem. Soc. 1990, 112, 5384.
9. Nguyen, S. T.; Johnson, L. K.; Grubbs, R. H.; Ziller, J. W. J. Am. Chem. Soc. 1992, 114, 3974.
10. Ivin, K. J. Olefin Metathesis; Academic Press: London, 1983.
11. Wu, Z.; Wheeler, D. R.; Grubbs, R. H. J. Am. Chem. Soc. 1992, 114, 146.
12. Klavetter, F. L.; Grubbs, R. H. Synth. Met. 1988, 26, 311.
13. Schrock, R. R.; Yap, K. B.; Yang, D. C.; Sitzman, H.; Sita, L. R. Macromolecules. 1989, 22, 3191.
14. Chapman, O. L.; Pasto, D. J.; Borden, G. W.; Griswold, A. A. J. Am. Chem. Soc. 1962, 84, 1220.
15. Novak, B. M.; Grubbs, R. H. J. Am. Chem. Soc. 1988, 110, 7542.
16. Novak, B. M.; Grubbs, R. H. J. Am. Chem. Soc. 1988, 110, 960.
17. Benedicto, A. D.; Novak, B. M.; Grubbs, R. H. Macromolecules. 1992, 25, 5893.
18. Dusek, K. Advances in Polymer Science; Springer-Verlag: New York, 1984; Vol. 57.
19. 2(N-2,6-diisopropylphenyl)Mo(CH-t-Bu) as an initiator results in a polymer having a molecular weight of 42 000 and a polydispersity of 2.3.
20. Strain energy of I is estimated to be 37 kcal/mol using AM1 calculations (semiempirical calculations). See: Dewar, M. J. S.; Zoebish, E. G.; Healy, E. F.; Stewart, J. J. P. J. Am. Chem. Soc. 1985, 107, 3902.
21. McGrath, D. V.; Grubbs, R. H.; Ziller, J. W. J. Am. Chem. Soc. 1991, 113, 3611.
22. For example, see: Fischer, E. O.; Schubert, U.; Fischer, H. Pure Appl. Chem. 1978, 50, 857.
23. Casey, C. P.; Anderson, R. L. Chem. Commun. 1975, 895.
24. Gold, L. J. J. Chem. Phys. 1958, 28, 91.
25. Ethyl vinyl ether reacts rapidly with the propagating alkylidenes to generate an ethoxy-substituted Fischer-type alkylidene, which does not exhibit metathesis activity: Wu, Z.; Nguyen, S. T.; Grubbs, R. H., unpublished results.
26. Ivin, K. J. Olefin Metathesis; Academic Press: London, 1983; pp 199–208.
27. Hamilton, J. G.; Ivin, K. J.; McCann, G. M.; Rooney, J. J. J. Chem. Soc., Chem. Commun. 1984, 1379.
28. Ivin, K. J.; Rooney, J. J.; Bencze, L.; Hamilton, J. G.; Lam, L. M.; Lapienis, G.; Reddy, B. S. R.; Thoi, H. H. Pure Appl. Chem. 1982, 54, 447.
29. Odian, G. Principles of Polymerization, 3rd ed.; Wiley: New York, 1991.
30. We have also found that II catalyzes the living polymerization of bicyclo[4.2.0]octene and gives polymer with a polydispersity of 1.2: Wu, Z.; Grubbs, R. H., unpublished results.
31. Quirk, R. P.; Lee, B. Polym. Int. 1992, 27, 359.
32. Flory, P. J. J. Am. Chem. Soc 1940, 62, 1561.
33. Szwarc, M. Nature 1956, 178, 1168.