Spontaneous free radical/spin adduct formation and 1,3-dipolar molecular addition in reactions of cyanohalocarbons and C-phenyl N-tert-butyl nitrone (PBN)

Journal of the Chemical Society. Perkin Transactions 2

Volumn 6, Issue , 1996, Pages 1183-1189

  Sang, Hong ^a   Janzen, Edward G ^a,b   Poyer, J Lee ^a  

^a OKLAHOMA MEDICAL RESEARCH FOUNDATION   (United States)

^b UNIVERSITY OF GUELPH   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0003042771     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/p29960001183     Document Type: Article

References (22)

1. J. March, Advanced Organic Chemistry: Reactions, Mechanism, and Structure, McGraw-Hill Book Company, New York, 1968, pp. 623-625.
2. A. Padwa, 1,3-Dipolar Cycloaddition Chemistry, Wiley-Interscience, New York, 1984, vols. 1 and 2.
3. G. Desimoni, G. Tacconi, A. Barco and G. P. Pollini, Natural Products Synthesis through Pericyclic Reactions, American Chemical Society, Washington DC, 1983.
4. P. N. Confalone and E. M. Huie, Org. React. (N.Y.), 1988, 36, 1-173.
5. E. G. Janzen, Acc. Chem. Res., 1971, 4, 31.
6. E. G. Janzen, C. R. Lin and R. D. Hinton, J. Org. Chem., 1992, 57, 1633.
7. W. A. Pryor, Free Radicals, McGraw-Hill, New York, 1966, pp. 113-126.
8. P. M. Hanna, W. Chamulitrat and R. P. Mason, Arch. Biochem. Biophys., 1992, 296, 640.
9. Drs N. Sankuratri and E. G. Janzen, unpublished work.
10. Oklahoma Medical Research Foundation, 825 NE 13 Street, Oklahoma City, OK 73104.
11. F. W. McLafferty, Interpretation of Mass Spectra, University Science Books, Mill Valley, CA, 3rd edn., 1980, p. 16.
12. E. G. Janzen and C. M. DuBose, Anal. Lett., 1993, 26, 2661.
13. (a) E. G. Janzen, R. A. Towner, P. H. Krygsman, E. K. Lai, J. L. Poyer, G. Brueggmann and P. B. McCay, Free Rad. Res. Comms., 1990, 9, 353;
14. (b) E. G. Janzen, P. H. Krygsman and D. L. Haire, Biomed. Environ. Mass Spec., 1988, 15, 111;
15. (c) E. G. Janzen, H. Sang, M. Arimura, Y. Kotake, C. M. DuBose and J. L. Poyer, J. Am. Soc. Mass Spec., 1995, 6, 847.
16. J. K. Kochi, Free Radicals, Wiley-Interscience, New York, 1973, vol. 1, p. 165.
17. D. L. Haire, U. M. Oehler, P. H. Krygsman and E. G. Janzen, J. Org. Chem., 1988, 53, 4535.
18. D. L. Haire and E. G. Janzen, Mag. Reson. Chem., 1994, 32, 151.
19. E. G. Janzen, L. T. Jandrisits and D. L. Barber, Free Rad. Res. Commun., 1987, 4, 115.
20. E. G. Janzen, B. R. Knauer, L. T. Williams and W. B. Harrison, J. Phys. Chem., 1970, 74, 3025.
21. E. G. Janzen, P. H. Krygsman, D. A. Lindsay and D. L. Laire, J. Am. Chem. Soc., 1990, 112, 8279.
22. E. G. Janzen, G. Chen, T. L. Bray, L. A. Reinke, J. L. Poyer and P. B. MaCay, J. Chem. Soc., Perkin Trans. 2, 1993, 1983.