Triazabicyclodecene: A simple bifunctional organocatalyst for acyl transfer and ring-opening polymerization of cyclic esters

Journal of the American Chemical Society

Volumn 128, Issue 14, 2006, Pages 4556-4557

  Pratt, Russell C ^a   Lohmeijer, Bas G G ^a   Long, David A ^b   Waymouth, Robert M ^c   Hedrick, James L ^a  

^a IBM ALMADEN RESEARCH CENTER   (United States)

^b KENYON COLLEGE   (United States)

^c STANFORD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACYL GROUP; ANION; BICYCLO COMPOUND; DELTA VALEROLACTONE; EPSILON CAPROLACTONE; ESTER; FUNCTIONAL GROUP; HETEROCYCLIC COMPOUND; LACTIC ACID; LACTONE; MONOMER; ORGANIC COMPOUND; POLYMER; TRIAZABICYCLODECENE; UNCLASSIFIED DRUG;

ALKALINITY; ARTICLE; CATALYSIS; CATALYST; DISPERSION; DISSOLUTION; GEL PERMEATION CHROMATOGRAPHY; MOLECULAR WEIGHT; POLYMERIZATION; PRECURSOR; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; RING OPENING;

EID: 33646036736     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja060662+     Document Type: Article

References (24)

1. Hawker, C. J.; Bosman, A. W.; Harth, E. Chem. Rev. 2001, 101, 3661.
2. Moad, G.; Thang, S. H.; Rizzardo, E. Aust. J. Chem. 2005, 58, 379.
3. (a) Nederberg, F.; Connor, E. F.; Moeller, M.; Glausser, T.; Hedrick, J. L. Angew. Chem., Int. Ed. 2001, 40, 2712.
4. (b) Fu, G. C. Acc. Chem. Res. 2004, 37, 542.
5. Myers, M.; Connor, E. F.; Glausser, T.; Moeck, A.; Nyce, G. W.; Hedrick, J. L. J. Polym. Sci. Part A: Polym. Chem. 2002, 40, 844.
6. (a) Connor, E. F.; Nyce, G. W.; Myers, M.; Moeck, A.; Hedrick, J. L. J. Am. Chem. Soc. 2002, 124, 914.
7. (b) Coulembier, O.; Dove, A. P.; Pratt, R. C.; Sentman, A. C.; Culkin, D. A.; Mespouille, L.; Dubois, P.; Waymouth, R. M.; Hedrick, J. L. Angew. Chem., Int. Ed. 2005, 44, 4964.
8. Dove, A. P.; Pratt, R. C.; Lohmeijer, B. G. G.; Waymouth, R. M.; Hedrick, J. L. J. Am. Chem. Soc. 2005, 127, 13798.
9. Movassaghi, M.; Schmidt, M. A. Org. Lett. 2005, 7, 2453.
10. (a) Kaljurand, I.; Kütt, A.; Sooväli, L.; Rodima, T.; Mäemets, V.; Leito, I.; Koppel, I. A. J. Org. Chem. 2005, 70, 1019.
11. (b) Magill, A. M.; Cavell, K. J.; Yates, B. F. J. Am. Chem. Soc. 2004, 126, 8717-8724.
12. Ye, W.; Xu, J.; Tan, C.-T.; Tan, C.-H. Tetrahedron Lett. 2005, 46, 6875.
13. Simoni, D.; Rossi, M.; Rondanin, R.; Mazzali, A.; Baruchello, R.; Malagutti, C.; Roberti, M.; Invidiata, F. P. Org. Lett. 2000, 2, 3765.
14. Simoni, D.; Rondanin, R.; Morini, M.; Baruchello, R.; Invidiata, F. P. Tetrahedron Lett. 2000, 41, 1607.
15. (a) Schuchardt, U. F.; Vargas, R. M.; Gelbard, G. J. Mol. Catal. A 1995, 99, 65.
16. (b) LePerchec, P.; Baudry, R.; Alvarez., F. U.S. Patent 6 646 103 B1, 2003.
17. Corey, E. J.; Grogan, M. J. Org. Lett. 1999, 1, 157.
18. Kafka, S.; Larisegger-Schnell, B.; Kappe, T. J. Heterocycl. Chem. 2004, 41, 717.
19. Berlinck, R. G. S. Nat. Prod. Rep. 2002, 19, 617-649.
20. (a) Chamberlain, B. M.; Cheng, M.; Moore, D. R.; Ovitt, T. M.; Lobkovsky, E. B.; Coates, G. W. J. Am. Chem. Soc. 2001, 123, 3229.
21. (b) Williams, C. K.; Breyfogle, L. E.; Choi, S. K.; Nam, W.; Young, V. G.; Hillmyer, M. A.; Tolman, W. B. J. Am. Chem. Soc. 2003, 125, 11350.
22. (c) Chisholm, M. H.; Gallucci, J.; Phomphrai, K. Chem. Commun. 2003, 48.
23. (a) Lügerwald, I. Makromol. Chem. 1977, 178, 2603.
24. (b) Persenaire, O.; Alexandre, M.; Degee, P.; Dubois, P. Biomacromolecules 2001, 2, 288.