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Volumn 64, Issue 25, 1999, Pages 9144-9152

Importance of a synperiplanar stepwise mechanism through neutral intermediates in the aminolysis of monocyclic β-lactams: A theoretical analysis

Author keywords

[No Author keywords available]

Indexed keywords

BETA LACTAM ANTIBIOTIC;

EID: 0242605814     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9910942     Document Type: Article
Times cited : (15)

References (46)
  • 8
    • 0002978211 scopus 로고
    • The mechanism of Reactions of β-lactams
    • Page, M. I., Ed.; Blackie Academic & Professional: London
    • (b) Page, M. I. The mechanism of Reactions of β-lactams. In The Chemistry of β-lactams; Page, M. I., Ed.; Blackie Academic & Professional: London, 1992; pp 129-147.
    • (1992) The Chemistry of β-lactams , pp. 129-147
    • Page, M.I.1
  • 16
  • 34
    • 0002753774 scopus 로고
    • Formosinho, S. J., Csizmadia, I. G., Arnaut, L., Eds.; NATO ASI Series C; Kluwer Academic Publishers: Dordrecht
    • (a) Rivail, J. L.; Rinaldi, D.; Ruiz-López, M. F. In Theoretical and Computational Model for Organic Chemistry; Formosinho, S. J., Csizmadia, I. G., Arnaut, L., Eds.; NATO ASI Series C; Kluwer Academic Publishers: Dordrecht, 1991; vol 339, pp 79-92.
    • (1991) Theoretical and Computational Model for Organic Chemistry , vol.339 , pp. 79-92
    • Rivail, J.L.1    Rinaldi, D.2    Ruiz-López, M.F.3
  • 37
    • 0001461143 scopus 로고
    • Daudel, R., Pullman, A., Salem, L., Veillard, A., Eds.; Reidel: Dordrecht
    • Claverie, P. In Quantum Theory of Chemical Reactions; Daudel, R., Pullman, A., Salem, L., Veillard, A., Eds.; Reidel: Dordrecht, 1982; Vol. 3, pp 151-175.
    • (1982) Quantum Theory of Chemical Reactions , vol.3 , pp. 151-175
    • Claverie, P.1
  • 44
    • 0344986881 scopus 로고    scopus 로고
    • note
    • MP2/6-31G** and B3LYP/6-31G** levels of theory render a similar structure (N⋯N distance ≈ 3.1-3.2 Å) and interaction energies for the trans-methylamine dimer (-5.2 and -4.4 kcal/mol, respectively).
  • 45
    • 0344986882 scopus 로고    scopus 로고
    • note
    • 2-syn by 0.1 and 1.6 kcal/mol in the gas phase and in solution, respectively.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.