Tridentate nitrogen-based ligands in Cu-based ATRP: A structure-activity study

Macromolecules

Volumn 34, Issue 3, 2001, Pages 430-440

  Matyjaszewski, Krzysztof ^a   Göbelt, Bernd ^a   Paik, Hyun Jong ^a   Horwitz, Colin P ^a  

^a CARNEGIE MELLON UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; CATALYST ACTIVITY; CATALYST DEACTIVATION; COPPER; CYCLIC VOLTAMMETRY; MOLECULAR WEIGHT; NITROGEN; OXIDATION; REDOX REACTIONS;

ATOM TRANSFER RADICAL POLYMERIZATION (ATRP);

FREE RADICAL POLYMERIZATION;

EID: 0035114360     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma001181s     Document Type: Article

References (56)

1. Controlled Radical Polymerization; Matyjaszewski, K., Ed.; American Chemical Society: Washington, DC, 1998; ACS Symp. Ser. Vol. 685.
2. Controlled / Living Radical Polymerization: Progress in ATRP, NMP and RAFT; Matyjaszewski, K., Ed.; American Chemical Society: Washington, DC, 2000; ACS Symp. Ser. Vol. 768.
3. Matyjaszewski, K. Chem. Eur. J. 1999, 5, 3095-3102.
4. Patten, T. E.; Matyjaszewski, K. Adv. Mater. 1998, 10, 901.
5. Patten, T. E.; Matyjaszewski, K. Acc. Chem. Res. 1999, 32, 895-903.
6. Wang, J.-S.; Matyjaszewski, K. Macromolecules 1995, 28, 7901-7910.
7. Wang, J.-S.; Matyjaszewski, K. J. Am. Chem. Soc. 1995, 117, 5614-5615.
8. Patten, T. E.; Xia, J.; Abernathy, T.; Matyjaszewski, K. Science 1996, 272, 866-868.
9. Matyjaszewski, K.; Patten, T. E.; Xia, J. J. Am. Chem. Soc. 1997, 119, 674-680.
10. Xia, J.; Matyjaszewski, K. Macromolecules 1997, 30, 7697-7700.
11. Qiu, J.; Matyjaszewski, K. Macromolecules 1997, 30, 5643-5648.
12. Xia, J.; Gaynor, S. G.; Matyjaszewski, K. Macromolecules 1998, 31, 5958-5959.
13. Coca, S.; Jasieczek, C. B.; Beers, K. L.; Matyjaszewski, K. J. Polym. Sci., Part A: Polym. Chem. 1998, 36, 1417-1424.
14. Xia, J.; Matyjaszewski, K. Macromolecules 1999, 32, 2434-2437.
15. Xia, J.; Zhang, X.; Matyjaszewski, K. Macromolecules 1999, 32, 3531-3533.
16. Beers, K. L.; Boo, S.; Gaynor, S. G.; Matyjaszewski, K. Macromolecules 1999, 32, 5772-5776.
17. Matyjaszewski, K.; Jo, S. M.; Paik, H.-j.; Shipp, D. A. Macromolecules 1999, 32, 6431-6438.
18. Kickelbick, G.; Matyjaszewski, K. Macromol. Rapid Commun. 1999, 20, 341-346.
19. Teodorescu, M.; Matyjaszewski, K. Macromol. Rapid Commun. 2000, 21, 190-194.
20. Göbelt, B.; Matyjaszewski, K. Macromol. Chem. Phys. 2000, 201, 1619-1624.
21. Percec, V.; Barboiu, B. Macromolecules 1995, 28, 7970.
22. Percec, V.; Barboiu, B.; Neumann, A.; Ronda, J. C.; Zhao, M. Macromolecules 1996, 29, 3665.
23. Haddleton, D. M.; Jasieczek, C. B.; Hannon, M. J.; Shooter, A. J. Macromolecules 1997, 30, 2190.
24. Haddleton, D. M.; Crossman, M. C.; Dana, B. H.; Duncalf, D. J.; Heming, A. M.; Kukulj, D.; Shooter, A. J. Macromolecules 1999, 32, 2110.
25. DiRenzo, G. M.; Messerschmidt, M.; Mülhaupt, R. Macromol. Rapid Commun. 1998, 19, 381-384.
26. Destarac, M.; Bessiers, J.-M.; Boutevin, B. Macromol. Rapid Commun. 1997, 18, 1-8.
27. Xia, J.; Zhang, X.; Matyjaszewski, K. ACS Symp. Ser. 1999, 760, 207.
28. Matyjaszewski, K. ACS Symp. Ser. 1998, 685, 275.
29. Fischer, H. J. Polym. Sci., Part A: Polym. Chem. 1999, 37, 1885-1901.
30. Xia, J. Ph.D. Thesis, Carnegie Mellon University, 1999.
31. Matyjaszewski, K.; Woodworth, B. E.; Zhang, X.; Gaynor, S. G.; Metzner, Z. Macromolecules 1998, 31, 5955-5957.
32. Ohno, K.; Goto, A.; Fukuda, T.; Xia, J.; Matyjaszewski, K. Macromolecules 1998, 31, 2699-2701.
33. Skene, W. G.; Belt, S. T.; Connolly, T. J.; Hahn, P.; Scaiano, J. C. Macromolecules 1998, 31, 9103-9105.
34. Kothe, T.; Marque, S.; Martschke, R.; Popov, M.; Fischer, H. J. Chem. Soc., Perkin Trans. 2 1998, 7, 1553-1559.
35. Goto, A.; Fukuda, T. Macromol. Rapid Commun. 1999, 20, 633-636.
36. Paik, H.-j.; Matyjaszewski, K. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 2000, 41 (1), 740-741.
37. Chambard, G.; Klumperman, B.; German, A. L. Macromolecules 2000, 33, 4417-4421.
38. Matyjaszewski, K.; Davis, K.; Patten, T. E.; Wei, M. Tetrahedron 1997, 53, 15321-15329.
39. Li, I.; Howell, B. A.; Matyjaszewski, K.; Shigemoto, T.; Smith, P. B.; Priddy, D. B. Macromolecules 1995, 28, 6692-6693.
40. Ohno, K.; Tsujii, Y.; Fukuda, T. Macromolecules 1997, 30, 2503-2506.
41. Ando, T.; Kamigaito, M.; Sawamoto, M. Tetrahedron 1997, 53, 15445.
42. Wang, J.-L.; Grimaud, T.; Shipp, D. A.; Matyjaszewski, K. Macromolecules 1998, 37, 1527.
43. Chateauneuf, J.; Lusztyk, J.; Ingold, K. U. J. Org. Chem. 1988, 53, 1629-1632.
44. Beckwith, A. L. J.; Bowry, V. W.; Ingold, K. U. J. Am. Chem. Soc. 1992, 114, 4983-4992.
45. Mercier, C. L.; Lutz, J.-F.; Marque, S.; Moigne, F. L.; Tordo, P.; Lacroix-Desmaze, P.; Boutevin, B.; Couturier, J.-L.; Guerret, O.; Martschke, R.; Sobek, J.; Fischer, H. ACS Symp. Ser. 2000, 768, 108.
46. It was noted that, during the HPLC analysis of reaction mixture, a minor side reaction was observed, resulting in partial decomposition of PEBr (20%). However, this decomposition was taken into account by the calibration of PEBr prepared under the identical analytical conditions, and the measured rate constant values were not affected.
47. Skene, W. G.; Scaiano, J, C.; Listigovers, N. A.; Kazmaier, P. M.; Georges, M. K. Macromolecules 2000, 33, 5065-5072.
48. Matyjaszewski, K. Macromolecules 1998, 31, 4710.
49. Qiu, J.; Matyjaszewski, K.; Thouin, L.; Amatore, C. Macromol. Chem. Phys. 2000, 1625-1631.
50. Bard, A. J.; Faulker, L. R. Electrochemical Methods; John Wiley & Sons: New York, 1980.
51. Koelle, U.; Khovzami, F. Angew. Chem., Int. Ed. Engl. 1980, 19, 640-641.
52. Ambundo, E. A.; Deydier, M.-V.; Grall, A. J.; Aguera-Vega, N.; Dressel, L. T.; Cooper, T. H.; Heeg, M. J.; Ochrymowycz, L. A.; Rorabacher, D. B. Inorg. Chem. 1999, 38, 4233-4242.
53. Kickelbick, G.; Reinohl, U.; Ertel, T. S.; Bertangnolli, H.; Matyjaszewski, K. ACS Symp. Ser. 2000, 768, 211.
54. Rossi, A. R.; Hoffmann, R. Inorg. Chem. 1975, 14, 365-374.
55. Hathaway, B. J. In Comprehensive Coordination Chemistry; Wilkinson, G., Ed.; Pergamon Books Ltd.: Oxford, 1987; Vol. 5, pp 652 and 697.
56. tom Dieck, H.; Franz, K.-D.; Hohmann, F. Chem. Ber. 1975, 108, 163-173.