Kinetics and Mechanisms of Hydrolysis and Aminolysis of Thioxocephalosporins

Journal of Organic Chemistry

Volumn 69, Issue 2, 2004, Pages 339-344

  Tsang, Wing Y ^a   Dhanda, Anupna ^b   Schofield, Christopher J ^b   Page, Michael I ^a  

^a UNIVERSITY OF HUDDERSFIELD   (United Kingdom)

^b UNIVERSITY OF OXFORD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; HYDROLYSIS; RATE CONSTANTS; SULFUR;

INTRAMOLECULAR AMINOLYSIS; TRANSITION STATES;

AMINES;

CEPHALOSPORIN DERIVATIVE; THIOXOCEPHALOSPORIN DERIVATIVE; UNCLASSIFIED DRUG;

AMINOLYSIS; ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; HYDROLYSIS; KINETICS; STRUCTURE ANALYSIS;

AMINES; CEPHALOSPORINS; HYDROLYSIS; KINETICS;

EID: 0347763352     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo035471t     Document Type: Article

References (18)

1. Wiberg, K. B.; Rush, D. J. J. Am. Chem. Soc. 2001, 123, 2038-2046.
2. Min, B. K.; Lee, H.-J.; Choi, Y. S.; Park, J.; Yoon, C.-J.; Yu, J.-A. J. Mol. Struct. 1998, 471, 283-288.
3. Woodward, R. B. In The Chemistry of Penicillin; Clarke, H. T., Johnson, J. R., Robinson, R., Eds.; Princeton University Press: Princeton, 1949; p 443.
4. Page, M. I. In The Chemistry of β-Lactam Antibiotics; Page, M. I., Ed.; Blackie: Glasgow, 1992; Chapter 2, pp 79-100.
5. Page, M. I. Adv. Phys. Org. Chem. 1987, 23, 165.
6. Peeters, O. M.; DeRanter, C. J. J. Chem. Soc., Perkin Trans. 2 1976, 1062-1065. Peeters, O. M.; DeRanter, C. J. J. Chem. Soc., Perkin Trans. 2 1974, 1832-1835. Rosenthal, D.; Taylor, T. I. J. Am. Chem. Soc. 1957, 79, 2684-2690.
7. Peeters, O. M.; DeRanter, C. J. J. Chem. Soc., Perkin Trans. 2 1976, 1062-1065. Peeters, O. M.; DeRanter, C. J. J. Chem. Soc., Perkin Trans. 2 1974, 1832-1835. Rosenthal, D.; Taylor, T. I. J. Am. Chem. Soc. 1957, 79, 2684-2690.
8. Peeters, O. M.; DeRanter, C. J. J. Chem. Soc., Perkin Trans. 2 1976, 1062-1065. Peeters, O. M.; DeRanter, C. J. J. Chem. Soc., Perkin Trans. 2 1974, 1832-1835. Rosenthal, D.; Taylor, T. I. J. Am. Chem. Soc. 1957, 79, 2684-2690.
9. Mollin, J.; Bouchalova, P. Collect. Czech. Chem. Commun. 1978, 43, 2283. Zavoianu, D.; Cavadia, E. Chem. Oil. Gas 1971, 7, 38-44.
10. Mollin, J.; Bouchalova, P. Collect. Czech. Chem. Commun. 1978, 43, 2283. Zavoianu, D.; Cavadia, E. Chem. Oil. Gas 1971, 7, 38-44.
11. Page, M. I.; Proctor, P. J. Am. Chem. Soc. 1984, 106, 3820.
12. Buckwell, S. C.; Page, M. I.; Longridge, J. L.; Waley, S. G. J. Chem. Soc., Perkin Trans. 2 1988, 1823.
13. Bundgaard, H. Arch. Pharm. Chem. Sci. Ed. 1976, 4, 25.
14. Page, M. I.; Williams, A. Organic and Bioorganic Mechanisms; Longman: Essex, U.K., 1997; pp 30-36.
15. Morris, J. J.; Page, M. I. J. Chem. Soc., Perkin Trans. 2 1980, 212.
16. Morris, J. J.; Page, M. I. J. Chem. Soc., Perkin Trans. 2 1980, 220.
17. Gensmantel, N. P.; Page, M. I. Chem. Commun. 1978, 374. Gensmantel, N. P.; Page, M. I. J. Chem. Soc., Perkin Trans. 2 1979, 137.
18. Gensmantel, N. P.; Page, M. I. Chem. Commun. 1978, 374. Gensmantel, N. P.; Page, M. I. J. Chem. Soc., Perkin Trans. 2 1979, 137.