The reaction of benzimidazolium derivatives with superoxide

Tetrahedron

Volumn 52, Issue 19, 1996, Pages 6569-6580

  Nagata, Kazuhiro ^a   Itoh, Takashi ^a   Okada, Mamiko ^a   Ohsawa, Akio ^a  

^a SHOWA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BENZIMIDAZOLE DERIVATIVE;

ARTICLE; LUMINESCENCE; OXIDATION; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0029967705     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00313-4     Document Type: Article

References (25)

1. a) "The Biology and Chemistry of Active Oxygen," Bannister, J. V.; Bannister, W. H., Ed.; Elsevier, New York, 1984.
2. b) "Oxygen Radicals in Biology and Medicine," Simic, M. G.; Tayler, K. A.; Ward, J. F.; von Sonntag, C., Ed.; Plenum Press, New York, 1989.
3. c) Sawyer, D. T., "Oxygen Chemistry," Oxford University Press, Oxford, 1991.
4. d) Afanas'ev, I. B., "Superoxide Ion: Chemistry and Biological Implications," CRC Press, Florida, Vol. 1 (1989), Vol. 2 (1991).
5. d) Afanas'ev, I. B., "Superoxide Ion: Chemistry and Biological Implications," CRC Press, Florida, Vol. 1 (1989), Vol. 2 (1991).
6. a) Nagano, T.; Yamamoto, H.; Hirobe, M. J. Am. Chem. Soc. 1990, 112, 3529.
7. b) Nanni, E. J. Jr.; Stalling, M. D.; Sawyer, D. T. J. Am. Chem. Soc. 1980, 102, 4481.
8. Stallings, M. D.; Sawyer, D. T. J. Chem. Soc., Chem. Commun. 1979, 340.
9. Osa, T.; Ohkatsu, Y.; Tezuka, M. Bull. Chem. Soc. Jpn. 1985, 48, 1471.
10. Some kinds of acid halides are reported to react with superoxide to form peroxide intermediates which have high reactivity. Thus these compounds are considered as "the activator" of superoxide. See, a) Nagano, T.; Arakane, K.; Hirobe, M. Chem. Pharm. Bull. 1980, 28, 3719.
11. b) Yamamoto, H.; Mashino, T.; Nagano, T.; Hirobe, M. J. Am. Chem. Soc. 1986, 108, 539.
12. c) Yamanoto, H.; Mashino, T.; Nagano, T.; Hirobe, M. Tetrahedron Lett. 1989, 30, 4133.
13. a) Frimer, A.A.; Gilinsky, P. Tetrahedron Lett. 1979, 20, 4331.
14. b) Frimer, A.A.; Gilinsky-Sharon, P.; Aljadeff, G.; Gottlieb, H.E.; Hameiri-Buch, J.; Marks, V.; Philosof, R.; Rosental, Z. J. Org. Chem. 1989, 54, 4853.
15. a) Itoh, T.; Nagata, K.; Okada, M.; Ohsawa, A. Tetrahedron Lett. 1990, 31, 2429.
16. b) idem, ibid., 1990, 31, 7193.
17. c) Itoh, T.; Nagata, K.; Okada, M.; Takahashi, H.; Ohsawa, A. Tetrahedron 1991, 47, 4317.
18. d) Itoh, T.; Nagata, K.; Okada, M.; Ohsawa, A. Chem. Pharm. Bull. 1992, 40, 2283.
19. e) idem, Tetrahedron Lett., 1992, 33, 361.
20. f) Itoh, T.; Nagata, K.; Okada, M.; Yamaguchi, K.; Ohsawa, A. ibid. 1992, 33, 6983.
21. g) Itoh, T.; Nagata, K.; Okada, M.; Ohsawa, A. Tetrahedron 1993, 49, 4859.
22. Itoh, T.; Nagata, K.; Okada, M.; Ohsawa, A. Chem. Pharm. Bull. 1994, 42, 1154.
23. The structure of 5 was identified by comparison of the spectral data with those of reported values. Tertov, B.A.; Koblik, A.V.; Kolodyazhny, Y.V. Tetrahedron Lett. 1968, 4445.
24. - are salts and must be susceptible to surrounding solvent molecules.
25. Turro, N.J.; Lechtken, p.; Schore, N.E.; Schuster, G.; Steinmetzer, H.C.; Yekta, A. Acc. Chem. Res. 1974, 7, 97.