Lewis acid-driven accelerated living polymerization of lactones initiated with aluminum porphyrins. Chemoselective activation of ester groups by Lewis acid

Macromolecules

Volumn 30, Issue 1, 1997, Pages 57-62

  Isoda, Masanori ^b   Sugimoto, Hiroshi ^a   Aida, Takuzo ^b   Inoue, Shohei ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

^b UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; ALUMINUM COMPOUNDS; CHEMICAL ACTIVATION; ESTERIFICATION; ESTERS; MOLECULAR WEIGHT DISTRIBUTION; MONOMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

ALUMINUM PORPHYRINS; CHEMOSELECTIVE ACTIVATION; LACTONES; RING SCISSION; TRANSESTERIFICATION;

RING OPENING POLYMERIZATION;

EID: 0030733395     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma961265u     Document Type: Article

References (28)

1. Aida, T.; Mizuta, R.; Yosida, Y.; Inoue, S. Makromol. Chem. 1981, 182, 1073.
2. (a) Yasuda, T.; Aida, T.; Inoue, S. Makromol. Chem., Rapid Commun. 1982, 3, 585.
3. (b) Yasuda, T.; Aida, T.; Inoue, S. Bull. Chem. Soc. Jpn. 1986, 59, 3931.
4. (c) Sugimoto, H.; Aida, T.; Inoue, S. Macromolecules 1990, 23, 2869.
5. (a) Endo, M.; Aida, T.; Inoue, S. Macromolecules 1987, 20, 2982.
6. (b) Shimasaki, K.; Aida, T.; Inoue, S. Macromolecules 1987, 20, 3076.
7. Kuroki, M.; Aida, T.; Inoue, S. J. Am. Chem. Soc. 1987, 109, 4737.
8. Hosokawa, Y.; Kuroki, M.; Aida, T.; Inoue, S. Macromolecules 1991, 24, 824.
9. (a) Sugimoto, H.; Aida, T.; Inoue, S. Bull. Chem. Soc. Japn. 1995, 68, 1239.
10. (b) Kuroki, M.; Watanabe, T.; Aida, T.; Inoue, S. J. Am. Chem. Soc. 1991, 113, 5903.
11. (c) Sugimoto, H.; Kuroki, M.; Watanabe, T.; Kawamura, C.; Aida, T.; Inoue, S. Macromolecules 1993, 26, 3403.
12. (d) Adachi, T.; Sugimoto, H.; Aida, T.; Inoue, S. Macromolecules 1992, 25, 2280.
13. (e) Adachi, T.; Sugimoto, H.; Aida, T.; Inoue, S. Macromolecules 1993, 26, 1238.
14. (a) Sugimoto, H.; Kuroki, M.; Kawamura, C.; Aida, T.; Inoue, S. Macromolecules 1994, 27, 2013.
15. (b) Akatsuka, M.; Aida, T.; Inoue, S. Macromolecules 1995, 28, 2820.
16. For transesterification of polylactone, see: (a) Nobutoki, K.; Sumitomo, H. Bull. Chem. Soc. Jpn. 1967, 40, 1741. (b) Perret, R.; Skoulious, A. Makromol. Chem. 1972, 152, 291. (c) Kricheldorf, H. R.; Mang, T.; Jonté, J. M. Macromolecules 1984, 17, 2173. (d) Kricheldorf, H. R.; Berl, M.; Scharnagl, N. Macromolecules 1988, 21, 286. (e) Kricheldorf, H. R.; Kreiser, I. J. Macromol. Sci., Chem. 1987, A24 11, 1345. (f) Kricheldorf, H. R.; Kreiser, I.; Scharnagl, N. Makromol. Chem., Macromol. Symp. 1990, 32, 285.
17. For transesterification of polylactone, see: (a) Nobutoki, K.; Sumitomo, H. Bull. Chem. Soc. Jpn. 1967, 40, 1741. (b) Perret, R.; Skoulious, A. Makromol. Chem. 1972, 152, 291. (c) Kricheldorf, H. R.; Mang, T.; Jonté, J. M. Macromolecules 1984, 17, 2173. (d) Kricheldorf, H. R.; Berl, M.; Scharnagl, N. Macromolecules 1988, 21, 286. (e) Kricheldorf, H. R.; Kreiser, I. J. Macromol. Sci., Chem. 1987, A24 11, 1345. (f) Kricheldorf, H. R.; Kreiser, I.; Scharnagl, N. Makromol. Chem., Macromol. Symp. 1990, 32, 285.
18. For transesterification of polylactone, see: (a) Nobutoki, K.; Sumitomo, H. Bull. Chem. Soc. Jpn. 1967, 40, 1741. (b) Perret, R.; Skoulious, A. Makromol. Chem. 1972, 152, 291. (c) Kricheldorf, H. R.; Mang, T.; Jonté, J. M. Macromolecules 1984, 17, 2173. (d) Kricheldorf, H. R.; Berl, M.; Scharnagl, N. Macromolecules 1988, 21, 286. (e) Kricheldorf, H. R.; Kreiser, I. J. Macromol. Sci., Chem. 1987, A24 11, 1345. (f) Kricheldorf, H. R.; Kreiser, I.; Scharnagl, N. Makromol. Chem., Macromol. Symp. 1990, 32, 285.
19. For transesterification of polylactone, see: (a) Nobutoki, K.; Sumitomo, H. Bull. Chem. Soc. Jpn. 1967, 40, 1741. (b) Perret, R.; Skoulious, A. Makromol. Chem. 1972, 152, 291. (c) Kricheldorf, H. R.; Mang, T.; Jonté, J. M. Macromolecules 1984, 17, 2173. (d) Kricheldorf, H. R.; Berl, M.; Scharnagl, N. Macromolecules 1988, 21, 286. (e) Kricheldorf, H. R.; Kreiser, I. J. Macromol. Sci., Chem. 1987, A24 11, 1345. (f) Kricheldorf, H. R.; Kreiser, I.; Scharnagl, N. Makromol. Chem., Macromol. Symp. 1990, 32, 285.
20. For transesterification of polylactone, see: (a) Nobutoki, K.; Sumitomo, H. Bull. Chem. Soc. Jpn. 1967, 40, 1741. (b) Perret, R.; Skoulious, A. Makromol. Chem. 1972, 152, 291. (c) Kricheldorf, H. R.; Mang, T.; Jonté, J. M. Macromolecules 1984, 17, 2173. (d) Kricheldorf, H. R.; Berl, M.; Scharnagl, N. Macromolecules 1988, 21, 286. (e) Kricheldorf, H. R.; Kreiser, I. J. Macromol. Sci., Chem. 1987, A24 11, 1345. (f) Kricheldorf, H. R.; Kreiser, I.; Scharnagl, N. Makromol. Chem., Macromol. Symp. 1990, 32, 285.
21. For transesterification of polylactone, see: (a) Nobutoki, K.; Sumitomo, H. Bull. Chem. Soc. Jpn. 1967, 40, 1741. (b) Perret, R.; Skoulious, A. Makromol. Chem. 1972, 152, 291. (c) Kricheldorf, H. R.; Mang, T.; Jonté, J. M. Macromolecules 1984, 17, 2173. (d) Kricheldorf, H. R.; Berl, M.; Scharnagl, N. Macromolecules 1988, 21, 286. (e) Kricheldorf, H. R.; Kreiser, I. J. Macromol. Sci., Chem. 1987, A24 11, 1345. (f) Kricheldorf, H. R.; Kreiser, I.; Scharnagl, N. Makromol. Chem., Macromol. Symp. 1990, 32, 285.
22. Adler, A. D.; Longo, F. R.; Finarelli, J. D.; Goldmacher, J.; Assour, J.; Korsakoff, L. J. Org. Chem. 1967, 32, 476.
23. Takeda, N.; Inoue, S. Bull. Chem. Soc. Jpn. 1978, 51, 3564.
24. Aida, T.; Inoue, S. Macromolecules 1981, 14, 1166.
25. (a) Strowieyski, K. B.; Pasynkiewicz, S.; Skowronska-Ptasinska, M. J. Organomet. Chem. 1975, 90, C43.
26. (b) Maruoka, K.; Itoh, T.; Sakurai, M.; Nonoshita, K.; Yamamoto, H. J. Am. Chem. Soc. 1988, 110, 3588.
27. 13C NMR studies.
28. 2C(=O)OEt.