Mechanism of the living lactide polymerization mediated by robust zinc guanidine complexes

Chemistry - A European Journal

Volumn 17, Issue 16, 2011, Pages 4507-4512

  Börner, Janna ^a   Dos Santos Vieira, Ines ^b   Pawlis, Alexander ^a   Döring, Artjom ^a   Kuckling, Dirk ^a   Herres Pawlis, Sonja ^b  

^a UNIVERSITY OF PADERBORN   (Germany)

^b TU DORTMUND UNIVERSITY   (Germany)

Author keywords

biodegradable polymers; density functional calculations; lactide; reaction mechanisms; ring opening polymerization; zinc

Indexed keywords

ALCOHOLATE; CHAIN GROWTH; CO-INITIATORS; DENSITY-FUNCTIONAL CALCULATIONS; DFT CALCULATION; DRIVING FORCES; ELEVATED TEMPERATURE; LACTIDE POLYMERIZATION; LACTIDES; N-DONOR LIGANDS; NUCLEOPHILIC ATTACK; NUCLEOPHILIC RING-OPENING; REACTION MECHANISMS; REACTION PROFILE; RING OPENING; TRANSITION STATE;

BIODEGRADABLE POLYMERS; DENSITY FUNCTIONAL THEORY; FUNCTIONAL POLYMERS; LIGANDS; LIVING POLYMERIZATION; SPECTROSCOPIC ANALYSIS; ZINC;

RING OPENING POLYMERIZATION;

EID: 79953727855     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201002690     Document Type: Article

References (51)

1. R. H. Platel, L. M. Hodgson, C. K. Williams, Polym. Rev. 2008, 48, 11-63
2. B. Gupta, N. Revagade, J. Hilborn, Prog. Polym. Sci. 2007, 32, 455-482.
3. O. Dechy-Cabaret, B. Martin-Vaca, D. Bourissou, Chem. Rev. 2004, 104, 6147-6176
4. J. Wu, T.-L. Yu, C.-T. Chen, C.-C. Lin, Coord. Chem. Rev. 2006, 250, 602-626
5. R. W. Drumwright, P. R. Gruber, D. E. Henton, Adv. Mater. 2000, 12, 1841-1846
6. H. R. Kricheldorf, Chemosphere 2001, 43, 49-54
7. C. A. Wheaton, P. G. Hayes, B. J. Ireland, Dalton Trans. 2009, 4832-4846
8. D. Garlotta, J. Polym. Environ. 2001, 9, 63-84.
9. A. P. Dove, V. C. Gibson, E. L. Marshall, H. S. Rzepa, A. J. P. White, D. J. Williams, J. Am. Chem. Soc. 2006, 128, 9834-9843.
10. C. K. Williams, L. E. Breyfogle, S. K. Choi, W. Nam, V. G. Young, M. A. Hillmyer, W. B. Tolman, J. Am. Chem. Soc. 2003, 125, 11350-11359
11. B. M. Chamberlain, M. Cheng, D. R. Moore, T. M. Ovitt, E. B. Lobkovsky, G. W. Coates, J. Am. Chem. Soc. 2001, 123, 3229-3238
12. J. Ejfler, S. Szafert, K. Mierzwicki, L. B. Jerzykiewicz, P. Sobota, Dalton Trans. 2008, 6556-6562
13. J.-C. Wu, B.-H. Huang, M.-L. Hsueh, S.-L. Lai, C.-C. Lin, Polymer 2005, 46, 9784-9792.
14. Z. Y. Zhong, P. J. Dijkstra, and, J. Feijen, Angew. Chem. 2002, 114, 4692-4695
15. Angew. Chem. Int. Ed. 2002, 41, 4510-4513
16. Z. Y. Zhong, P. J. Dijkstra, J. Feijen, J. Am. Chem. Soc. 2003, 125, 11291-11298.
17. H. Ma, T. P. Spaniol, J. Okuda, Inorg. Chem. 2008, 47, 3328-3339
18. H. Ma, T. P. Spaniol, J. Okuda, Angew. Chem. 2006, 118, 7982-7985
19. Angew. Chem. Int. Ed. 2006, 45, 7818-7821
20. I. Peckermann, A. Kapelski, T. P. Spaniol, J. Okuda, Inorg. Chem. 2009, 48, 5526-5534
21. B. Lian, H. Ma, T. P. Spaniol, J. Okuda, Dalton Trans. 2009, 9033-9042
22. A. Amgoune, C. M. Thomas, S. Ilinca, T. Roisnel, J. F. Carpentier, Angew. Chem. 2006, 118, 2848-2850
23. Angew. Chem. Int. Ed. 2006, 45, 2782-2784.
24. R. C. Pratt, B. G. G. Lohmeijer, D. A. Long, R. M. Waymouth, J. L. Hedrick, J. Am. Chem. Soc. 2006, 128, 4556-4557
25. A. Chuma, H. W. Horn, W. C. Swope, R. C. Pratt, L. Zhang, B. G. G. Lohmeijer, C. G. Wade, R. M. Waymouth, J. L. Hedrick, J. E. Rice, J. Am. Chem. Soc. 2008, 130, 6749-6754
26. J. M. Becker, S. Tempelaar, M. J. Stanford, R. J. Pounder, J. A. Covington, A. P. Dove, Chem. Eur. J. 2010, 16, 6099-6105.
27. J. Börner, S. Herres-Pawlis, U. Flörke, K. Huber, Eur. J. Inorg. Chem. 2007, 5645-5651
28. J. Börner, U. Flörke, K. Huber, A. Döring, D. Kuckling, S. Herres-Pawlis, Chem. Eur. J. 2009, 15, 2362-2376
29. J. Börner, U. Flörke, T. Glöge, T. Bannenberg, M. Tamm, M. D. Jones, A. Döring, D. Kuckling, S. Herres-Pawlis, J. Mol. Catal. A 2010, 316, 139-145.
30. C. A. Wheaton, B. J. Ireland, P. G. Hayes, Organometallics 2009, 28, 1282-1285
31. B. J. Ireland, C. A. Wheaton and P. G. Hayes, Organometallics 2010, 29, 1079-1084
32. C. A. Wheaton, P. G. Hayes, Dalton Trans. 2010, 39, 3861-3869.
33. S. Penczek, T. Biela, A. Duda, Macromol. Rapid Commun. 2000, 21, 941-950
34. S. Penczek, P. Kubisa, R. Szymanski, Makromol. Chem. Rapid Commun. 1991, 12, 77-80
35. A. Kowalski, J. Libiszowski, A. Duda, S. Penczek, Macromolecules 2000, 33, 1964-1971.
36. A. F. Douglas, B. O. Patrick, P. Mehrkhodavandi, Angew. Chem. 2008, 120, 2322-2325
37. Angew. Chem. Int. Ed. 2008, 47, 2290-2293.
38. M. H. Chisholm, E. E. Delbridge, New J. Chem. 2003, 27, 1167-1176
39. M. H. Chisholm, N. W. Eilerts, Chem. Commun. 1996, 853-854.
40. K. B. Aubrecht, M. A. Hillmyer, W. B. Tolman, Macromolecules 2002, 35, 644-650.
41. MALDI-TOF measurements could not help to detect the end group because the ligands within the polymer absorb the excitation energy of the laser under decomposition.
42. A. Hoffmann, J. Börner, U. Flörke, S. Herres-Pawlis, Inorg. Chim. Acta 2009, 362, 1185-1193.
43. S. F. Sousa, E. S. Carvalho, D. M. Ferreira, I. S. Tavares, P. A. Fernandes, M. J. Ramos, J. A. N. F. Gomes, J. Comput. Chem. 2009, 30, 2752-2763
44. D. Picot, G. Ohanessian, G. Frison, Inorg. Chem. 2008, 47, 8167-8178
45. G. Frison, G. Ohanessian, J. Comput. Chem. 2008, 29, 416-433
46. E. A. Amin, D. G. Truhlar, J. Chem. Theory Comput. 2008, 4, 75-85
47. W. A. Eger, B. O. Jahn, E. Anders, J. Mol. Model. 2009, 15, 433-446.
48. J. Ling, J. Shen, T. E. Hogen-Esch, Polymer 2009, 50, 3575-3581
49. E. L. Marshall, V. C. Gibson, H. S. Rzepa, J. Am. Chem. Soc. 2005, 127, 6048-6051
50. H. von Schenck, M. Ryner, A.-C. Albertsson, M. Svensson, Macromolecules 2002, 35, 1556-1562
51. M. Ryner, K. Stridsberg, A.-C. Albertsson, H. von Schenck, M. Svensson, Macromolecules 2001, 34, 3877-3881.