Racemization and Deracemization of Poly (quinoxaline-2,3-diyl)s

Bulletin of the Chemical Society of Japan

Volumn 70, Issue 11, 1997, Pages 2801-2806

  Ito, Yoshihiko ^a   Kojima, Yutaka ^a   Murakami, Masahiro ^a   Suginome, Michinori ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0011572510     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.70.2801     Document Type: Article

References (16)

1. a) Y. Ito, E. Ihara, H. Ohsaki, A. Ohnishi, and M. Murakami, J. Chem. Soc., Chem. Commun., 1990, 403
2. b) Y. Ito, E. Ihara, M. Murakami, and M. Shiro, J. Am. Chem. Soc., 112, 6446 (1990)
3. c) Y. Ito, E. Ihara, and M. Murakami, Polym. J., 24, 297 (1992);
4. d) Y. Ito, E. Ihara, T. Uesaka, and M. Murakami, Macromolecules, 25, 6711 (1992).
5. a) Y. Ito, E. Ihara, and M. Murakami, Angew. Chem., Int. Ed. Engl., 31, 1509 (1992)
6. b) Y. Ito, E. Ihara, M. Murakami, and M. Sisido, Macromolecules, 25, 6810 (1992)
7. c) Y. Ito, Y. Kojima, M. Suginome, and M. Murakami, Heterocycles, 42, 597 (1996).
8. A preliminary form of this article: Y. Ito, Y. Kojima, and M. Murakami, Tetrahedron Lett., 34, 8279 (1993).
9. Y. Ito, T. Ohara, R. Shima, and M. Suginome, J. Am. Chem. Soc., 118, 9188 (1996).
10. For optically active poly(isonitrile)s, see: P. C. J. Kamer, R. J. M. Nolte, and W. Drenth, J. Am. Chem. Soc., 110, 6818 (1988); T. J. Deming and B. M. Novak, J. Am. Chem. Soc., 114, 7926 (1992).
11. For optically active poly(isonitrile)s, see: P. C. J. Kamer, R. J. M. Nolte, and W. Drenth, J. Am. Chem. Soc., 110, 6818 (1988); T. J. Deming and B. M. Novak, J. Am. Chem. Soc., 114, 7926 (1992).
12. For optically active, helical polymers, see: Y. Okamoto and T. Nakano, Chem. Rev., 94, 349 (1994).
13. Y. Ito, A. Ohnishi, H. Ohsaki, and M. Murakami, Synthesis, 1988, 714.
14. Before heating the DIOP complex 5 in refluxing benzene, no deracemization was confirmed by a CD spectrum.
15. Cis-chelating ligands such as bis(diphenylphosphino)ethane, BINAP, and DIOP were ineffective for the synthesis of the helical polymers in the palladium-catalyzed polymerization of diisocyanobenzenes. For instance, use of the DIOP ligand with (cyclooctadiene)bromo(methyl)palladium(II) complex in the reaction of Ia resulted in the fast formation of unidentifiable polymeric compound.
16. Y. Okamoto, H. Mohri, M. Nakamura, and K. Hatada, Nippon Kagaku Kaishi, 1987, 435.