Kinetic evidence for chlorine atom complexes in 'noncomplexing' solvents

Journal of Organic Chemistry

Volumn 64, Issue 3, 1999, Pages 1054-1055

  Chateauneuf, John E ^a,b  

^a WESTERN MICHIGAN UNIVERSITY   (United States)

^b UNIVERSITY OF NOTRE DAME   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORINE; SOLVENT;

ABSORPTION; ARTICLE; CHEMICAL REACTION; CHLORINATION; COMPLEX FORMATION; HALOGENATION; IONIZATION; PHOTOCHEMISTRY;

EID: 0033525040     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo981947a     Document Type: Article

References (22)

1. Dneprovskii, A. S.; Kuznetsov, D. V.; Eliseenkov, E. V.; Fletcher, B.; Tanko, J. M. J. Org. Chem., J. Org. Chem. 1998, 63, 8860.
2. (a) Russell, G. A. J. Org. Chem. 1957, 22, 2977.
3. (b) Russell, G. A. J. Org. Chem. 1968, 23, 4987.
4. (c) Russell, G. A. J. Org. Chem. 1958, 23, 4997.
5. (a) Walling, C.; Mayahi, M. F. J. Am. Chem. Soc. 1959, 81, 1485.
6. (b) Skell, P. S.; Baxter, H. N., III.; Taylor, C. K. J. Am. Chem. Soc. 1983, 105, 120.
7. (c) Bunce, N. J.; Ingold, K. U.; Landers, J. P.; Lusztyk, J.; Scaiano, J. C. J. Am. Chem. Soc. 1985, 107, 5464.
8. (d) Skell, P. S.; Baxter, H. N., III.; Tanko, J. M.; Chebolu, V. J. Am. Chem. Soc. 1986, 108, 6300.
9. (e) Raner, K. D.; Lusztyk, J.; Ingold, K. U. J. Am. Chem. Soc. 1988, 110, 3519.
10. (f) Raner, K. D.; Lusztyk, J.; Ingold, K. U. J. Org. Chem. 1988, 53, 5220.
11. (g) Raner, K. D.; Lusztyk, J.; Ingold, K. U. J. Am. Chem. Soc. 1989, 111, 3652.
12. For a review of photochlorinations, see: Ingold, K. U.; Lusztyk, J.; Raner, K. D. Acc. Chem. Res. 1990, 23, 219.
13. m = [2-Cl DMB]/[1-C1 DMB].
14. 4 and 0.66 in neat DMB are reported in ref 3c.
15. Chateauneuf, J. E. Chem. Phys. Lett. 1989, 164, 577.
16. Ionization potentials from: Weast, R. C., Ed., Handbook of Chemistry and Physics, 54th ed.; CRC Press: Boca Raton, 1973-1974; pp E73-E79.
17. Mulliken, R. S.; Person, W. B. Molecular Complexes; Wiley-Interscience: New York, 1969.
18. Chateauneuf, J. E. J. Am. Chem. Soc. 1993, 115, 1915.
19. Breslow, R.; Brandi, M.; Hunger, J.; Turro, N.; Cassidy, K.; Krogh-Jespersen, K.; Westbrook, J. D. J. Am. Chem. Soc. 1987, 109, 7204.
20. Alfassi, Z. B.; Mosseri, S.; Neta, P. J. Phys. Chem. 1989, 93, 1380.
21. Forgeteg, S.; Berces, T. J. Photochem. Photobiol. A: Chem. 1993, 73, 187.
22. Chateauneuf, J. E. J. Am. Chem. Soc. 1990, 112, 442.