Methyl methacrylate. Unusual two-electron transfer reaction and carbanion generation

Journal of Organic Chemistry

Volumn 64, Issue 13, 1999, Pages 4956-4958

  Jedliñski, Zbigniew ^a   Janeczek, Henryk ^a   Bosek, Izabela ^a  

^a CENTRE OF POLYMER AND CARBON MATERIALS   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

ANION; METHACRYLIC ACID METHYL ESTER;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; COMPLEX FORMATION; ELECTRON TRANSPORT; REACTION ANALYSIS; SOLUBILIZATION;

EID: 0344326443     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo990070s     Document Type: Article

References (27)

1. Kochi, I. K. Angew. Chem., Int. Ed. Engl. 1988, 27, 1227-1388.
2. Garst, I. F. Acc. Chem. Res. 1971, 4, 400-406.
3. 6
4. (b) Szwarc, M.; Rembaum, A. J. Polym. Sci. 1956, 100, 189-191.
5. (a) Sorenson, H. S.; Daasbjerg, K. Acta Chem. Scand. 1998, 52, 51-61.
6. (b) Eberson, L.; Hartshorn, M. P.; Persson, O.; Rander, F. Chem. Commun. 1996, 215.
7. Mikkelsen, K. V.; Ratner, M. A. Chem. Rev. 1987, 87, 113-153.
8. (a) Jedliñski, Z.; Misiołek, A.; Kurcok, P. J. Org. Chem. 1989, 54, 1500-1501.
9. (b) Jedliñski, Z.; Czech, A.; Janeczek, H.; Kowalczuk, M. J. Am. Chem. Soc. 1995, 117, 8678-8679.
10. (c) Szwarc, M.; Janeczek, H.; Jedliñski, Z. Macromolecules 1997, 30, 4498.
11. (d) Jedliñski, Z. Acc. Chem. Res. 1998, 31, 55-61.
12. Hsieh, H. L.; Quirk, M. P. Anionic Polymerization; Marcel Dekker: New York, 1996; p 644.
13. (a) Joh, Y.; Kotabe, Y. Macromolecules 1976, 3, 337-340.
14. (b) Hatada, K.; Nakanishi, H.; Ute, K.; Kitayama, T. Polym. J. 1986, 18, 581-591.
15. Adachi, T.; Sugimoto, H.; Aida, T.; Inoue, S. Macromolecules 1993, 26, 1238-1243.
16. Abe, H.; Imai, K.; Matsumoto, M. J. Polym. Sci. 1968, C23, 469.
17. (a) Yasuda, H.; Yamamoto, H.; Yamashita, M.; Yokota, K.; Nakamura, A.; Miyake, S.; Kai, Y.; Kanehisa, N. Macromolecules 1993, 26, 7134-7143.
18. (b) Boffa, L. S.; Novak, B. M. Tetrahedron 1997, 53, 15367-15396.
19. Pedersen, C. J. J. Am. Chem. Soc. 1970, 92, 386-391.
20. Lehn, J. M. Struct. Bonding (Berlin) 1973, 16, 1-69.
21. Dye, J. L. Prog. Inorg. Chem. 1984, 32, 327-441.
22. Edwards, P. P.; Ellaboudy, A. S.; Holton, D. M. Nature 1985, 317, 242-243.
23. Jedliñski, Z.; Stolarzewicz, A.; Grobelny, Z.; Szwarc, M. J. Phys. Chem. 1984, 88, 6094-6095.
24. (a) Jedliñski, Z.; Sokół, M.; Grobelny, J. J. Phys. 1991, C5, 291-296.
25. (b) Jedliñski, Z.; Sokół, M. Pure Appl. Chem. 1995, 67, 587-592.
26. Jedliñski, Z. Pure. Appl. Chem. 1993, 65, 483-488.
27. 1) in THF, respectively. The reaction products present in the discolorized solution after protonation, deuteration, or methylation were analyzed by GC-MS spectrometry.