Controlled polymerization of a cyclic diene prepared from the ring-closing metathesis of a naturally occurring monoterpene

Journal of the American Chemical Society

Volumn 131, Issue 23, 2009, Pages 7960-7961

  Kobayashi, Shingo ^a   Lu, Cheng ^a   Hoye, Thomas R ^a   Hillmyer, Marc A ^a  

^a University of Minnesota   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BUTYLLITHIUM; CHEMICAL EQUATIONS; CONTROLLED MOLECULAR WEIGHT; CONTROLLED POLYMERIZATION; CYCLIC DIENE; MOLAR RATIO; MONOTERPENE; MYRCENE; NARROW MOLECULAR WEIGHT DISTRIBUTIONS; NATURALLY OCCURRING; PREDICTABLE MOLECULAR WEIGHT; QUANTITATIVE YIELDS; RADICAL POLYMERIZATION; REGIOCHEMISTRY; RING CLOSING METATHESIS; SECOND GENERATION; SEMICRYSTALLINE;

ATOM TRANSFER RADICAL POLYMERIZATION; CATIONIC POLYMERIZATION; DIFFERENTIAL SCANNING CALORIMETRY; DYES; MOLECULAR WEIGHT DISTRIBUTION; ORGANIC COMPOUNDS; POLYMERS; SYNTHESIS (CHEMICAL);

ANIONIC POLYMERIZATION;

ALKADIENE; TERPENE;

ARTICLE; CHEMICAL STRUCTURE; DIFFERENTIAL SCANNING CALORIMETRY; HYDROGENATION; MELTING POINT; MOLECULAR WEIGHT; POLYMERIZATION; PYROLYSIS; RING CLOSING METATHESIS; SYNTHESIS;

EID: 67650540791     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9027567     Document Type: Article

References (26)

1. (a) Mecking, S. Angew. Chem., Int. Ed. 2004, 43, 1078-1085.
2. (b) Williams, C. K.; Hillmyer, M. A. Polym. Rev. 2008, 48, 1-10.
3. (c) Gandini, A. Macromolecules 2009, 41, 9491-9504.
4. (a) Wanamaker, C. L.; O'Leary, L. E.; Lynd, N. A.; Hillmyer, M. A.; Tolman, W. B. Biomacromolecules 2007, 8, 3634-3640.
5. (b) Lu, J.; Kamigaito, M.; Sawamoto, M. Macromolecules 1997, 30, 22-26.
6. McCoy, M. Chem. Eng. News 2008, 86 (38), 15.
7. Zoghbi, M. G. B.; Andrade, E. H. A.; Da Silva, M. H. L.; Carreira, L. M. M.; Maia, J. G. S. Flavour Fragr. J. 2003, 18, 421-424.
8. (a) Burwell, R. L., Jr. J. Am. Chem. Soc. 1951, 73, 4461-4462.
9. (b) Erman, W. E. Chemistry of the Monoterpenes: An Encyclopedic Handbook; Marcel Dekker: New York, 1985.
10. Grubbs, R. H.; Miller, S. J.; Fu, G. C. Acc. Chem. Res. 1995, 28, 446-452.
11. (a) Coates, G. W.; Waymouth, R. M. J. Am. Chem. Soc. 1993, 115, 91-98.
12. (b) de Ballesteros, O. R.; Venditto, V.; Auriemma, F.; Guerra, G.; Resconi, L.; Waymouth, R.; Mogstad, A. L. Macromolecules 1995, 28, 2383-2388.
13. For example see: (a) Paquette, L. A.; Tae, J.; Arrington, M. P.; Sadoun, A. H. J. Am. Chem. Soc. 2000, 122, 2742-2748.
14. (b) Kirkland, T. A.; Grubbs, R. H. J. Org. Chem. 1997, 62, 7310-7318.
15. For example see: Adam, W.; Alt, C.; Braun, M.; Denninger, U.; Zang, G. J. Am. Chem. Soc. 1991, 113, 4563-4571, and additional references in the Supporting Information.
16. Kamachi, M.; Kajiwara, A. Macromolecules 1996, 29, 2378-2382.
17. Xu, Z.; Mays, J.; Chen, X.; Hadjichristidis, N.; Schilling, F. C.; Bair, H. E.; Pearson, D. S.; Fetters, L. J. Macromolecules 1985, 18, 2560-2566.
18. Imanishi, Y.; Kanagawa, S.; Higashimura, T. Makromol. Chem. 1974, 175, 1761-1776.
19. (a) Natori, I. Macromolecules 1997, 30, 3696-3697.
20. (b) Hong, K.; Mays, J. W. Macromolecules 2001, 34, 782-786.
21. (a) Miyamoto, M.; Sawamoto, M.; Higashimura, T. Macromolecules 1984, 17, 265-268.
22. (b) Schappacher, M.; Deffieux, A. Macromolecules 1991, 24, 2140-2142.
23. (a) Ouchi, M.; Kamigaito, M.; Sawamoto, M. Macromolecules 2001, 34, 3176-3181.
24. (b) Mizuno, N.; Satoh, K.; Kamigaito, M.; Okamoto, T. Macromolecules 2006, 39, 5280-5285.
25. Sawamoto, M.; Okamoto, C.; Higashimura, T. Macromolecules 1987, 20, 2693-2697.
26. Naga, N.; Yabe, T.; Sawaguchi, A.; Sone, M.; Noguchi, K.; Murase, S. Macromolecules 2008, 41, 7448-7452.