Reaction of ethoxide with p-nitrophenyl benzenesulphonate. Catalysis and inhibition by alkali metal ions; contrast with p-nitrophenyl diphenylphosphinate

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 20, 1989, Pages 1566-1567

  Buncel, Erwin ^a   Pregel, Marko J ^a  

^a QUEEN S UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049081347     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/C39890001566     Document Type: Article

References (16)

1. E. Buncel, E. J. Dunn, R. A. B. Bannard, and J. G. Purdon, J. Chem. Soc., Chem. Commun., 1984, 162.
2. E. J. Dunn and E. Buncel, Can. J. Chem., 1989, 67, 1440.
3. R. D. Cook, C. E. Diebert, W. Schwarz, P. C. Turley, and P. Haake, J. Am. Chem. Soc., 1973, 95, 8088.
4. M. Skoog and W. P. Jencks, J. Am. Chem. Soc., 1983, 105, 3356.
5. N. Bourne, E. Chrystiuk, A. M. Davis, and A. Williams, J. Am. Chem. Soc., 1988, 110, 1890.
6. J. L. Kice, C. Walters, and S. Bunton, J. Org. Chem., 1974, 39, 346.
7. N. A. Suttle and A. Williams, J. Chem. Soc., Perkin Trans. 2, 1983, 1563.
8. E. Buncel and E. A. Symons, J. Am. Chem. Soc., 1976, 98, 656.
9. E. Buncel and H. Wilson, Acc. Chem. Res., 1979, 12, 42.
10. M. H. Abraham, P. L. Grellier, J.-L. M. Abboud, R. M. Doherty, and R. W. Taft, Can. J. Chem., 1988, 66, 2673.
11. M. H. Abraham, P. L. Grellier, A. Nasehzadeh, and R. A. Walker, J. Chem. Soc., Perkin Trans. 2, 1988, 1717.
12. R. L. Schowen, ‘Catalytic Power and Transition-State Stabilization,’ ch. 2 of ‘Transition States of Biochemical Processes,’ eds. R. D. Gandour and R. L. Schowen, Plenum Press, New York, 1978.
13. J. L. Kurz, J. Am. Chem. Soc., 1963, 85, 987.
14. C. H. Suelter, ‘Monovalent Cations in Enzyme-Catalyzed Reactions,’ ch. 7 of ‘Metal Ions in Biological Systems,’ vol. 3, ed. H. Sigel, Marcel Dekker, New York, 1974.
15. F. A. Cotton and G. Wilkinson, ‘Advanced Inorganic Chemistry,’ 5th edn., Wiley, New York, 1988.
16. Solvated radii were calculated using the Stokes equation from the data of R. Kay and D. Evans, J. Phys. Chem., 1966, 70, 2325.