Correlation of the rates of solvolysis of methyl fluoroformate using the extended Grunwald-Winstein equation

Bulletin of the Korean Chemical Society

Volumn 30, Issue 10, 2009, Pages 2408-2412

  Seong, Mi Hye ^a   Choi, Song Hee ^a   Lee, Yong Woo ^a   Kyong, Jin Burm ^a   Kim, Dong Kook ^a   Kevill, Dennis N ^b  

^a Hanyang University   (South Korea)

^b NORTHERN ILLINOIS UNIVERSITY   (United States)

Author keywords

Addition elimination; Grunwald Winstein equation; Methyl fluoroformate; Solvent isotope effect

Indexed keywords

ACTIVATION PARAMETER; ADDITION-ELIMINATION; BASE CATALYSIS; DEUTERIUM ISOTOPE EFFECT; GRUNWALD-WINSTEIN EQUATION; IONIZING POWER; METHANOLYSIS; NUCLEOPHILICITIES; SOLVENT ISOTOPE EFFECTS;

CARRIER MOBILITY; DEUTERIUM; ESTERS;

SOLVENTS;

EID: 75849151158     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2009.30.10.2408     Document Type: Article

References (31)

1. Kevill, D. N.; Kim, J. C.; Kyong, J. B. J. Chem. Res. Synop. 1999, 150.
2. Kevill, D. N.; D'Souza, M. J. J. Org. Chem. 1998, 63, 2120.
3. Kyong, J. B.; Won, H.; Kevill, D. N. Int. J. Mol. Sci. 2005, 6, 87.
4. Villas-Boas, S. G.; Delicado, D. G.; Akesson, M.; Nielson, J Anal. Biochem. 2003, 322, 134.
5. Biermann, U.; Metzger, J. O J. Am. Chem. Soc. 2004, 126, 10319.
6. Grunwald, E.; Winstein, S.; Jones, H. W. J. Am. Chem. Soc. 1951, 73, 2700.
7. Schadt, F. L.; Bentley, T. W.; Schleyer, P. V. R. J. Am. Chem. Soc. 1976, 98, 7667.
8. Kevill, D. N. In Advances in Quantitative Structure-Property Relationships, Vol. 1; Charton, M., Ed.; JAI Press: Greenwich, CT, 1996; pp 81.
9. Bentley, T. W.; Llewellyn, G. Prog. Phys. Org. Chem. 1990, 17, 121.
10. Kevill, D. N.; D'Souza, M. J. J. Chem. Soc., Perkin Trans. 2 2002, 240.
11. Queen, A; Nour, T. A. J. Chem. Soc., Perkin Trans. 2 1976, 935.
12. Kevill, D. N. In The Chemistry of the Functional Groups: The Chemistry of Acyl Halides; Patai, S., Ed.; Wiley: New York, 1972; Chapter 12.
13. Harris, J. M.; Shafer, S. G.; Moffatt, J. R.; Becker, A. R. J. Am. Chem. Soc. 1979, 101, 3295.
14. Bentley, T. W.; Bowen, C. T.; Parker, W.; Watt, C. I. F. J. Chem. Soc., Perkin Trans. 2 1980, 1244.
15. Swain, C. G.; Scott, C. B. J. Am. Chem. Soc. 1953, 75, 246.
16. Song, B. D.; Jencks, W. P. J. Am. Chem. Soc. 1989, 111, 8470.
17. Wiberg, K. B.; Rablen, P. R. J. Org. Chem. 1998, 63, 3722.
18. Kevill, D. N.; D'Souza, M. J. J. Org. Chem. 2004, 69, 7044.
19. Kyong, J. B.; Kim, Y. G.; Kim, D. K.; Kevill, D. N. Bull. Korean Chem. Soc. 2000, 21, 662.
20. Kevill, D. N.; Kyong, J. B.; Weitl, F. L. J. Org. Chem. 1990, 55, 4304.
21. Kevill, D. N.; Kyong, J. B. J. Org. Chem. 1992, 57, 258.
22. Seong, M. H.; Kyong, J. B.; Kim, D. K.; Kevill, D. N. Bull. Korean Chem. Soc. 2008, 29, 1747.
23. Kyong, J. B.; Ryu, S. H.; Kevill, D. N. Int. J. Mol. Sci. 2006, 7, 186.
24. Kyong, J. B.; Park, B. C.; Kim, C. B.; Kevill, D. N. J. Org. Chem. 2000, 65, 8051.
25. Ryu, Z. H.; Shin, S. H.; Lee, J. P.; Lim, G. T.; Bentley, T. W. J. Chem. Soc. Perkin Trans. 2 2002, 1283.
26. Oh, Y. H.; Jang, G. G.; Lim, G. T.; Ryu, Z. H. Bull. Korean Chem. Soc. 2002, 23, 1083.
27. Yew, K. H.; Koh, H. J.; Lee, H. W.; Lee, I. J. Chem. Soc. Perkin Trans. 2 1995, 2263.
28. Koo, I. S.; Yang, K.; Kang, K.; Lee. I. Bull. Korean Chem. Soc. 1998, 19, 968.
29. Kevill, D. N.; Miller, B. J. Org. Chem. 2002, 67, 7399.
30. Lee, S. H.; Rhu, C. J.; Kyong, J. B.; Kim, D. K.; Kevill, D. N. Bull. Korean Chem. Soc. 2007, 28, 657.
31. Olah, G. A. J. Org. Chem. 1979, 44, 3872.