Further insight via 15N NMR spectroscopy into the reactive intermediates formed by superacid protonation of crowded nitro-PAHs: Persistent dihydroxyiminiumpyrenium and hydroxyiminiumpyrenium dications

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 5, 1998, Pages 1167-1172

  Laali, Kenneth K ^a   Hansen, Poul Erik ^b  

^a KENT STATE UNIVERSITY   (United States)

^b ROSKILDE UNIVERSITY   (Denmark)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0006568647     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/a800208h     Document Type: Article

References (34)

1. P. Upadhaya, L. S. von Tunglen, P. P. Fu and K. El-Bayoumy, Chem. Res. Toxicol., 1994, 7, 690.
2. B. P. Cho, Org. Prep. Proced. Int., 1995, 27, 243.
3. K. Fukuhara, M. Takei, H. Kageyama and N. Miyata, Chem. Res. Toxicol, 1995, 8, 47.
4. D. Herrerno-Saez, F. E. Evans and P. P. Fu, Chem. Res. Toxicol., 1994, 7, 806.
5. W. A. Vance and R. Chan, Environ. Mutagen., 1983, 5, 859.
6. P. P. Fu, Y.-C. Ni, Y.-M. Zhang; R. H. Heflich, Y.-X. Wang and J.-S. Lai, Mutat. Res., 1989, 225, 121.
7. S.-T. Lin, Y.-F. Jih and P. P. Fu, J. Org. Chem., 1996, 61, 5271.
8. B. P. Cho, M. Kim and R. G. Harvey, J. Org. Chem., 1993, 58, 5788.
9. A. M. van den Braken van Leersum, J. Cornelisse and J. Lugtenburg, Tetrahedron Lett., 1985, 4823.
10. Y.-S. Yu, J.-S. Lai and P. P. Fu, J. Org. Chem., 1993, 58, 7283.
11. K. Fukhari, M. Takei, H. Kageyama and N. Miyata, Chem. Res. Toxicol., 1994, 7, 357.
12. F. E. Evans, J. Deck and P. C. Howard, Chem. Res. Toxicol., 1994, 7, 357.
13. A. M. Dietrich, C. R. Guenat and L. M. Ball, Abstracts of 35th ASMS Conference on Mass Spectrometry and Allied Topics, Denver, CO, May 1987.
14. Review: K. K. Laali, Chem. Rev., 1996, 96, 1873.
15. K. K. Laali, S. Hollenstein, R. G. Harvey and P. E. Hansen, J. Org. Chem., 1997, 62, 5804.
16. K. K. Laali and P. E. Hansen, J. Org. Chem., 1997, 62, 5804.
17. K. K. Laali, M. Tanaka, S. Hollenstein and M. Cheng, J. Org. Chem., 1997, 62, 7752.
18. K. K. Laali, S. Hollenstein and P. E. Hansen, J. Chem. Soc., Perkin Trans. 2, 1997, 2207.
19. K. K. Laali, S. Bolvigand P. E. Hansen, J. Chem. Soc., Perkin Trans. 2, 1995, 537.
20. K. K. Laali, T.-M. Liang and P. E. Hansen, J. Org. Chem., 1992, 57, 2658.
21. J. V. Bullen, J. H. Ridd and O. Sabek, Gazz. Chim. Ital., 1990, 120, 291.
22. J. V. Bullen and J. H. Ridd, J. Chem. Soc., Perkin Trans. 2, 1990, 1681.
23. R. P. Austin and J. H. Ridd, J. Chem. Soc., Perkin Trans. 2, 1994, 1411.
24. R. P. Austin and J. H. Ridd, J. Chem. Soc., Perkin Trans. 2, 1993, 1229.
25. G. A. Olah and D. J. Donovan, J. Org. Chem., 1978, 43, 1743.
26. 15N NMR Spectroscopie, Thieme Verlag, Stuttgart, 1992, vol. 2.
27. D. J. Craik, G. C. Levery and R. T. C. Brownlee, J. Org. Chem., 1983, 48, 1601.
28. 15N NMR Spectroscopy, in NMR Basic Principles and Progress, ed. P. Diehl, E. Fluck and R. Kosfeld, 1981.
29. T. Ohta, K. Shudo and T. Okomoto, Tetrahedron Lett., 1984, 25, 325.
30. Nitrogen NMR, ed. M. Witanowski and G. A. Webb, Plenum, London, 1973.
31. I. Yavari, R. E. Botto and J. D. Roberts, J. Org. Chem., 1978, 43, 2542.
32. G. C. Levy and R. L. Lichter, Nitrogen-15 Nuclear Magnetic Resonance Spectroscopy, Wiley Interscience, New York, 1979.
33. (a) K. K. Laali and D. S. Nagvekar, J. Org. Chem., 1991, 56, 1867;
34. (b) K. K. Laali and J. J. Houser, J. Phys. Org. Chem., 1992, 5, 244.