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Volumn 69, Issue 11, 2004, Pages 3628-3634

Nortricyclyl-norbornenyl cation system accessed by carbene fragmentation

Author keywords

[No Author keywords available]

Indexed keywords

ETHERS; MOLECULAR STRUCTURE; ORGANIC SOLVENTS; PARAFFINS; POSITIVE IONS;

EID: 2442712721     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0401218     Document Type: Article
Times cited : (14)

References (43)
  • 19
    • 0008386383 scopus 로고
    • 1H NMR: Steele, W. C.; Jennings, B. H.; Botyos, G. L.; Dudek, G. O. J. Org. Chem. 1965, 30, 2886.) endo-2-Chloro-5-norbornene (4g′) was identified by its NMR spectrum (Moen, R. V.; Makowski, H. S. Anal. Chem. 1967, 39, 1860).
    • (1963) J. Am. Chem. Soc. , vol.85 , pp. 3204
    • Trecker, D.J.1    Henry, J.P.2
  • 20
    • 2442675976 scopus 로고
    • 1H NMR: Steele, W. C.; Jennings, B. H.; Botyos, G. L.; Dudek, G. O. J. Org. Chem. 1965, 30, 2886.) endo-2-Chloro-5-norbornene (4g′) was identified by its NMR spectrum (Moen, R. V.; Makowski, H. S. Anal. Chem. 1967, 39, 1860).
    • (1965) J. Org. Chem. , vol.30 , pp. 2886
    • Steele, W.C.1    Jennings, B.H.2    Botyos, G.L.3    Dudek, G.O.4
  • 21
    • 0013566160 scopus 로고
    • 1H NMR: Steele, W. C.; Jennings, B. H.; Botyos, G. L.; Dudek, G. O. J. Org. Chem. 1965, 30, 2886.) endo-2-Chloro-5-norbornene (4g′) was identified by its NMR spectrum (Moen, R. V.; Makowski, H. S. Anal. Chem. 1967, 39, 1860).
    • (1967) Anal. Chem. , vol.39 , pp. 1860
    • Moen, R.V.1    Makowski, H.S.2
  • 22
    • 0033618141 scopus 로고    scopus 로고
    • For a description of our LFP apparatus, see: Moss, R. A.; Johnson, L. A. ; Merrer, D. C.; Lee, G. E., Jr. J. Am. Chem. Soc. 1999, 121, 5940. The 1000 W Xe monitoring lamp described there has been replaced by a Photophysics LS.1 150 W pulsed Xe light source.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 5940
    • Moss, R.A.1    Johnson, L.A.2    Merrer, D.C.3    Lee Jr., G.E.4
  • 30
    • 2442678474 scopus 로고    scopus 로고
    • note
    • All structures were fully optimized by analytical gradient methods using the Gaussian98 and Gaussian03 suites27 and density functional (DFT) calculations at the 6-31G(d) level, the exchange potentials of Becke28a and the correlation functional of Lee, Yang, and Parr.28b Activation energies were corrected for zero-point energy differences (ZPVE) (unscaled) and thermal effects at 298.150 Kelvin. Vibrational analyses established the nature of all stationary points as either energy minima (no imaginary frequencies) or first order saddle points (one imaginary frequency). Solvation effects in acetonitrile (ε = 36.64) utilized PCM27 methodology.
  • 34
    • 2442687364 scopus 로고    scopus 로고
    • note
    • The TS → product connections were verified by intrinsic reaction coordinate methodology.27
  • 35
    • 2442681032 scopus 로고    scopus 로고
    • note
    • The sterochemical outcome of the 5 → 3g transformation could be examined with optically active materials; such experiments are contemplated in the future.
  • 40
    • 33947571893 scopus 로고
    • Laszlo, P.; Schleyer, P. v. R. J. Am. Chem. Soc. 1963, 85, 2709; 1964, 86, 1171.
    • (1964) J. Am. Chem. Soc. , vol.86 , pp. 1171


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.