Strong Zn2+ and Co2+ catalysis of the methanolysis of acetyl imidazole and acetyl pyrazole

Canadian Journal of Chemistry

Volumn 77, Issue 5-6, 1999, Pages 1005-1008

  Khan, Ayla ^a   Neverov, Alexei A ^a   Yatsimirsky, Anatoly K ^b   Brown, R S ^a  

^a QUEEN S UNIVERSITY   (Canada)

^b UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

Author keywords

Acetyl imidazole; Acetyl pyrazole; Kinetics; Metal ion catalysis; Methanolysis

Indexed keywords

COBALT; IMIDAZOLE DERIVATIVE; METHANOL; PROTON; PYRAZOLE DERIVATIVE; WATER; ZINC;

ARTICLE; CATALYSIS; CHEMICAL REACTION KINETICS; DEGRADATION; HYDROLYSIS;

EID: 0033305824     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/cjc-77-5-6-1005     Document Type: Article

References (36)

1. (a) L. Meriwether and F.H. Westheimer. J. Am. Chem. Soc. 78, 5119 (1956);
2. (b) I.J. Grant and R.W. Hay. Aust. J. Chem. 18, 1189 (1965).
3. (a) J.T. Groves and R.M. Dias. J. Am. Chem. Soc. 101, 1033(1979);
4. (b) J.T. Groves and R.R. Chambers, Jr. J. Am. Chem. Soc. 106, 630 (1984);
5. (c) J.T. Groves and J.R. Olsson. Inorg. Chem. 24, 2717 (1985);
6. (d) J. Suh. Acc. Chem. Res. 25, 273 (1992);
7. (e) L.M. Sayre, K.V. Reddy, A.R. Jacobson, and W. Tang. Inorg. Chem. 31, 935 (1992).
8. T.H. Fife. Acc. Chem. Res. 26, 325 (1993), and refs. therein.
9. T.N. Parac and N.M. Kostic'. J. Am. Chem. Soc. 118, 51 (1996), and refs. therein.
10. L. Singh and R. Ram. J. Org. Chem. 59, 710 (1994).
11. (a) P.A. Sutton and D.A. Buckingham. Acc. Chem. Res. 20, 357 (1987), and refs. therein;
12. (b) A. Schepartz and R. Breslow. J. Am. Chem. Soc. 109, 1814 (1987),
13. (c) B.K. Takasaki, J.H. Kim, E. Rubin, and J. Chin. J. Am. Chem. Soc. 115, 1157 (1993);
14. (d) J.A. Connolly, J.H. Kim, M. Banaszczyk, M. Drouin, and J. Chin. Inorg. Chem. 34, 1094 (1995).
15. (a) J. Chin, V. Jubian, and K. Mrejen. J. Chem. Soc. Chem. Commun. 1326 (1990);
16. (b) L.M. Sayre, K.V. Reddy, A.R Jacobson, and W. Tang. Inorg. Chem. 31, 935 (1992);
17. (c) E.L. Hegg and J.N. Burstyn. J. Am. Chem. Soc. 117, 7015 (1995).
18. (a) J. MacB. Harrowfield, V. Norris, and A.M. Sargeson. J. Am. Chem. Soc. 98, 7282 (1976);
19. (b) D.A. Buckingham and C.A Clark. J. Chem. Soc. Dalton Trans. 1757 (1979).
20. H. Sigel and R.B. Martin. Chem. Rev. 82, 385 (1982).
21. S.A. Deiko, A.A. Neverov, and A.K Yatsimirsky. Kinet. Catal. 30, 694 (1989); original Russian version Kinet. Katal. 30, 793 (1989).
22. S.A. Deiko, A.A. Neverov, and A.K Yatsimirsky. Kinet. Catal. 30, 694 (1989); original Russian version Kinet. Katal. 30, 793 (1989).
23. K.-K. Mui, W.A.E. McBryde, and E. Nieboer. Can. J. Chem. 52, 1821 (1974).
24. (a) J.H. Boyer. J. Am. Chem. Soc. 74, 6274 (1952);
25. (b) W.P Jencks and J. Carriuolo. J. Biol. Chem. 234, 1272 (1959).
26. (a) L. Knorr. Chem. Ber. 28, 714 (1895);
27. (b) R. Hüttel and J. Kratzer. Chem. Ber. 92, 2014 (1959);
28. (c) J. Barthel and G. Schmeer. Ann. Chem. 738, 195 (1970).
29. W.L. Driessen and P.L.A. Everstijn. Inog. Chim. Acta, 41, 179 (1980).
30. (a) R.L. Schowen. In Isotope effects on enzyme-catalyzed reactions. Edited by W.W. Cleland, M.H. O'Leary, and D.B. Northrop. University Park Press, Baltimore. 1977;
31. (b) F.J. Alvarez and R.L. Schowen. In Isotopes in organic chemistry. Edited by E. Buncel and C.C. Lee. Elsevier, Amsterdam. 1987, Vol. 7, pp. 1-60;
32. (c) A.J. Kresge, R.A. More-O'Ferrall, and M.F. Powell. In Isotopes in organic chemistry. Edited by E. Buncel and C.C. Lee. Elsevier, Amsterdam, 1987, Vol. 7, pp. 177-274.
33. (a) D.G. Oakenfull, K. Salvesen, and W.P. Jencks. J. Am. Chem. Soc. 93, 188 (1971);
34. (b) J.L. Hogg, M.K. Phillips, and D.E. Jergens. J. Org. Chem. 42, 2459 (1977).
35. J. Suh, B.K. Hwang, and Y.H. Koh. Bioorg. Chem. 18, 207 (1990), and refs. therein.
36. A.A. Neverov. Ph.D. dissertation. Moscow State University, Moscow. 1991.