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Volumn 67, Issue 25, 2002, Pages 9089-9092

A CASPT2 and CASSCF approach to the cycloaddition of ketene and imine: A new mechanistic scheme of the Staudinger reaction

Author keywords

[No Author keywords available]

Indexed keywords

DERIVATIVES; POTENTIAL ENERGY; REACTION KINETICS; SOLVENTS; STEREOCHEMISTRY;

EID: 0037073894     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo026188h     Document Type: Article
Times cited : (66)

References (25)
  • 1
    • 0004015248 scopus 로고
    • Georg, G. I., Ed.; VCH Publishers: New York
    • For a detailed description of the preparation and synthetic utility of β-lactams, see: The Organic Chemistry of β-Lactams; Georg, G. I., Ed.; VCH Publishers: New York, 1993.
    • (1993) The Organic Chemistry of β-Lactams
  • 3
    • 0032707721 scopus 로고    scopus 로고
    • Tidwell, T. T., Ed.; Wiley: New York
    • (a) A comprehensive description of the chemistry of ketenes can be found in: Ketenes; Tidwell, T. T., Ed.; Wiley: New York, 1995. (b) For a recent review on asymmetric Staudinger reaction, see: Palomo, C.; Aizpurua, J. M.; Ganboa, I.; Oiarbide, M. Eur. J. Org. Chem. 1999, 3223, 3.
    • (1995) Ketenes
  • 4
    • 0032707721 scopus 로고    scopus 로고
    • (a) A comprehensive description of the chemistry of ketenes can be found in: Ketenes; Tidwell, T. T., Ed.; Wiley: New York, 1995. (b) For a recent review on asymmetric Staudinger reaction, see: Palomo, C.; Aizpurua, J. M.; Ganboa, I.; Oiarbide, M. Eur. J. Org. Chem. 1999, 3223, 3.
    • (1999) Eur. J. Org. Chem. , vol.3223 , pp. 3
    • Palomo, C.1    Aizpurua, J.M.2    Ganboa, I.3    Oiarbide, M.4
  • 14
    • 2242453462 scopus 로고    scopus 로고
    • note
    • The CASPT2 energy of the ketene reactant has been computed using, for orbital symmetry reasons, a smaller active space of 4 electrons and 3 orbitals.
  • 15
    • 0004133516 scopus 로고    scopus 로고
    • M. J. Frisch et al.; Gaussian, Inc.: Pittsburgh, PA
    • Gaussian 98, Revision A.7; M. J. Frisch et al.; Gaussian, Inc.: Pittsburgh, PA, 1998.
    • (1998) Gaussian 98, Revision A.7
  • 16
    • 0003392598 scopus 로고    scopus 로고
    • K. Andersson et al., Lund University, Sweden
    • MOLCAS Version 4. K. Andersson et al., Lund University, Sweden, 1997.
    • (1997) MOLCAS Version 4
  • 17
    • 2242493766 scopus 로고    scopus 로고
    • note
    • Electrostatic minima are not discussed here because the CASSCF method provides a poor description of that region of the PES. However, their presence is confirmed by MP2 calculations.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.