New insights into N-tert-butyl-α-phenylnitrone (PBN) † as a spin trap. Part 2.1 the reactivity of PBN and 5,5-dimethyl-4,5-dihydropyrrole N-oxide (DMPO) toward N-heteroaromatic bases

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 5, 1997, Pages 887-892

  Alberti, Angelo ^a   Carloni, Patricia ^b   Eberson, Lennart ^c   Greci, Lucedio ^b   Stipa, Pierluigi ^b  

^a CNR   (Italy)

^b UNIVERSITÀ POLITECNICA DELLE MARCHE   (Italy)

^c LUND UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001110729     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/a608004i     Document Type: Article

References (48)

1. P. Carloni, L. Eberson, L. Greci, P. Sgarabotto and P. Stipa, J. Chem. Soc., Perkin Trans. 2, 1996, 1297.
2. For reviews, see (a) E. G. Janzen, Acc. Chem. Res., 1971, 4, 31; (b) M. J. Perkins, Adv. Phys. Org. Chem., 1980, 17, 1; (c) V. E. Zubarev, V. N. Belevskii and L. T. Bugaenko, Russ. Chem. Rev., 1979, 48, 729; (d) E. G. Janzen, in Advances In Free Radical Chemistry, ed. D. D. Tanner, vol. 1, JAI Press, London, 1990, ch. 6.
3. For reviews, see (a) E. G. Janzen, Acc. Chem. Res., 1971, 4, 31; (b) M. J. Perkins, Adv. Phys. Org. Chem., 1980, 17, 1; (c) V. E. Zubarev, V. N. Belevskii and L. T. Bugaenko, Russ. Chem. Rev., 1979, 48, 729; (d) E. G. Janzen, in Advances In Free Radical Chemistry, ed. D. D. Tanner, vol. 1, JAI Press, London, 1990, ch. 6.
4. For reviews, see (a) E. G. Janzen, Acc. Chem. Res., 1971, 4, 31; (b) M. J. Perkins, Adv. Phys. Org. Chem., 1980, 17, 1; (c) V. E. Zubarev, V. N. Belevskii and L. T. Bugaenko, Russ. Chem. Rev., 1979, 48, 729; (d) E. G. Janzen, in Advances In Free Radical Chemistry, ed. D. D. Tanner, vol. 1, JAI Press, London, 1990, ch. 6.
5. For reviews, see (a) E. G. Janzen, Acc. Chem. Res., 1971, 4, 31; (b) M. J. Perkins, Adv. Phys. Org. Chem., 1980, 17, 1; (c) V. E. Zubarev, V. N. Belevskii and L. T. Bugaenko, Russ. Chem. Rev., 1979, 48, 729; (d) E. G. Janzen, in Advances In Free Radical Chemistry, ed. D. D. Tanner, vol. 1, JAI Press, London, 1990, ch. 6.
6. (a) S. Kubow, E. G. Janzen and T. M. Bray, J. Biol. Chem., 1984, 259, 4447;
7. (b) E. G. Janzen, J. Magn. Reson., 1973, 510.
8. J. G. Pacifici and H. L. Browíng, J. Am. Chem. Soc., 1970, 92, 5231.
9. L. Ueno, M. Kohono, K. Mitsuta, Y. Mizuta and S. Kanegasaki, J. Biochem., 1989, 105, 905.
10. C. Mottley and R. Mason, in Biological Magnetic Resonance 8, Spin Labeling Theory and Applications, ed. L. Berliner and J. Reuben, Plenum Press, New York, London, 1989, ch. 10.
11. (a) P. Riviere, S. Richelme, M. Riviere-Baudet, J. Satge, M. J. S. Gynane and M. F. Lappert, J. Chem. Res. (S), 1978, 218;
12. (b) L. Grossi, L. Lunazzi and G. Placucci, J. Chem. Soc., Perkin Trans. 2, 1983, 1831;
13. (c) R. G. Gasanov, L. V. Ivanova and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, 1984, 938.
14. (a) L. Eberson, J. Chem. Soc., Perkin Trans. 2, 1992, 1807;
15. (b) L. Eberson and M. Nilsson. Acta Chem. Scand., 1993, 47, 1129;
16. (c) L. Eberson, J. Chem. Soc., Perkin Trans. 2, 1994, 171;
17. (d) L. Eberson, J. Lind and G. Merenyi, J. Chem. Soc., Perkin Trans. 2, 1994, 1181;
18. (e) L. Eberson, M. P. Hartshorn and O. Persson, J. Chem. Soc., Perkin Trans. 2, 1996, 141.
19. V. E. Zubarev and O. Brede, J. Chem. Soc., Perkin Trans. 2, 1994, 1821; 1995, 2183.
20. V. E. Zubarev and O. Brede, J. Chem. Soc., Perkin Trans. 2, 1994, 1821; 1995, 2183.
21. H. Chandra and M. C. R. Symons, J. Chem. Soc., Chem. Commun., 1986, 1301.
22. A. R. Forrester and S. P. Hepburn, J. Chem. Soc. (C), 1971, 701.
23. (a) F. M. Martens, J. W. Verhoeven, R. A. Gase, U. K. Pandit and Th. J. de Boer, Tetrahedron, 1978, 34, 443;
24. (b) R. Foster, Organic Charge Transfer Complexes, Academic Press, London, 1969.
25. G. L. McIntire, H. N. Blount, H. J. Stronks, R. V. Shetty and E. G. Janzen, J. Phys. Chem., 1980, 84, 916.
26. (a) H. Sayo, S. Ozaki and M. Masui, Chem. Pharm. Bull. Jpn., 1973, 21, 1988;
27. (b) P. E. Iversen and H. Lund, Anal. Chem., 1969, 41, 1322.
28. (a) A. Alberti, L. Greci, P. Stipa, P. Sgarabotto and F. Ugozzoli, Tetrahedron. 1987, 43, 3031;
29. (b) P. Carloni, L. Cardellini, L. Greci, P. Stipa and A. Faucitano, Gazz. Chim. Ital., 1989, 119, 621.
30. A. Katritzky, in Handbook of Heterocyclic Chemistry, Pergamon Press, Oxford, New York, 1985, p. 339.
31. 18 cannot be excluded.
32. M. R. Grimmet, in Comprehensive Organic Chemistry, ed. P. G. Sammes, Pergamon Press, Oxford 1979, vol. 4, p. 357.
33. B. Sabourault, D. Abenhalm and J. Bourdaìs, J. Heterocycl. Chem., 1976, 13, 241.
34. (a) M. Bietti, E. Baciocchi and J. B. F. N. Engberts, J. Chem. Soc., Chem. Commun., 1996, 1307;
35. (b) E. Baciocchi, M. Bietti and S. Steenken, J. Chem. Soc., Perkin Trans. 2, 1996, 1261;
36. (c) E. Baciocchi, M. Bietti and M. Mattioli, J. Org. Chem., 1993, 58, 7106;
37. (d) E. Baciocchi, M. Crescenzi, E. Fasella and M. Mattioli, J. Org. Chem., 1992, 57, 4684;
38. (e) L. Eberson, J. Am. Chem. Soc., 1983, 105, 3192.
39. L. Eberson and P. Carloni, Acta Chem. Scand., 1991, 45, 373, and references reported therein.
40. W. Sümmerman and U. Deffner, Tetrahedron, 1975, 31, 593.
41. C. Berti, M. Colonna, L. Greci and L. Marchetti, J. Heterocycl. Chem., 1979, 16, 17.
42. M. Colonna, L. Greci and M. Poloni, J. Chem. Soc., Perkin Trans. 2, 1981, 628.
43. R. Kunh and I. Hammer, Chem. Ber., 1950, 83, 413.
44. G. A. Russell, E. G. Janzen and E. T. Strom, J. Am. Chem. Soc., 1964, 86, 1806.
45. (a) R. Andruzzi, A. Trazza, L. Greci and A. Marchetti, Ann. Chim. (Rome), 1979, 69, 583;
46. (b) R. Andruzzi and A. Trazza, J. Electroanal. Chem., 1977, 77, 101; 1978, 90, 389.
47. (b) R. Andruzzi and A. Trazza, J. Electroanal. Chem., 1977, 77, 101; 1978, 90, 389.
48. C. Berti, L. Greci, R. Andruzzi and A. Trazza, J. Org. Chem., 1982, 47, 4895.