Kinetics and mechanism of the pyridinolysis of benzyl bromides in dimethyl sulfoxide

Bulletin of the Korean Chemical Society

Volumn 20, Issue 10, 1999, Pages 1172-1176

  Hong, Sung Wan ^c   Koh, Han Joong ^a   Lee, Hai Whang ^b   Lee, Ikchoon ^b  

^a Jeonju National University of Education   (South Korea)

^b Inha University   (South Korea)

^c Woosuk University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

BENZYL BROMIDE DERIVATIVE; DIMETHYL SULFOXIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; ELECTRON TRANSPORT; HYDROGEN BOND; MATHEMATICAL COMPUTING; MOLECULAR INTERACTION; STRUCTURE ANALYSIS;

EID: 0345149023     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (23)

1. Ingold, C. K. Structure and Mechanism in Organic Chemistry, 2nd.; Cornell Univ. Press: Ithaca, N. Y., 1969; p 421.
2. (a) Hudson, R. F; Klopman, G. J. Chem. Soc. 1953, 1062.
3. (b) Baker, J. W.; Nathan, W. S. J. Chem. Soc. 1936, 236.
4. Fuchs, R.; Carlton, D. M. J. Org. Chem. 1962, 27, 1520.
5. Grimsrud, E. P.; Taylor, J. W. J. Am. Chem. Soc. 1970, 92, 739.
6. (e) Thorstenson, T.; Eliason, R.;Songstad. J. Acta Chem. Scand., Ser. A 1977, 31, 276.
7. (f) Ballistreri, F. P.; Maccarone, E.; Mamo, A. J. Org. Chem. 1976, 41, 3364.
8. (g) Swain, C. G.; Langsdorf, W. P. J. Am. Chem. Soc. 1951, 73, 2813.
9. Young, P. R.; Jencks, W. P. J. Am. Chem. Soc. 1979, 101, 3288.
10. (a) Yukawa, Y.; Tsuno, Y. Bull. Chem. Soc. Jpn 1959, 32, 965 and 971.
11. (b) Yukawa, Y.; Tsuno, Y.; Sawada, M. Bull. Chem. Soc. Jpn 1966, 39, 2274.
12. (a) Taft, R.W.; Ehrenson, S.; Lewis, I. C.; Glick, R. E. J. Am. Chem. Soc. 1959, 81, 5352.
13. (b) Ehrenson, S.; Brownlee, R. T. C.; Taft, R. W. Prog. Phys. Org. Chem. 1973, 10, 1.
14. (a) Lee, I. Adv. Phys. Org. Chem. 1992, 27, 57.
15. (b) Lee, I. Chem. Soc. Rev. 1995, 24, 223.
16. Haberfield, P.; Nudelman, A.; Bloom, A.; Romm, R.; Ginsberg, H. J. Org. Chem. 1971, 36, 1792.
17. (a) Koh, H. J.; Han, K. L.; Lee, H. W.; Lee, I. J. Org. Chem. 1998, 63, 9834.
18. (b) Hong, S. W.; Koh, H. J.; Lee, I. J. Phys. Org. Chem. 1999, 12, 425.
19. Lee, I.; Han, I. S.; Kim, C. K.; Kim, W. K.; Kim, Y. B. J. Phys. Chem. In press.
20. (a) Jencks, W. P.; Gilchrist, M. J. Am. Chem. Soc. 1968, 90, 2622.
21. (b) Gresser, M. J.; Jencks, W. P. J. Am. Chem. Soc. 1977, 99, 6963.
22. Castro, E. A.; Gil, F. J. Am. Chem. Soc. 1977, 99, 7611.
23. Castro, E. A.; Ibanez, F; Salas, M.; Santos, J. G.; Sepulreda, P. J. Org. Chem. 1993, 58, 459.