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Volumn 2, Issue 7, 2004, Pages 1065-1069

Relative reactivity of three and four membered rings - The absence of charge effect

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION ENERGY; AROMATIC COMPOUNDS; CARBON; COMPLEXATION; DERIVATIVES; MATHEMATICAL MODELS; MOLECULAR STRUCTURE; QUANTUM THEORY; REACTION KINETICS;

EID: 2342529023     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b314869f     Document Type: Article
Times cited : (21)

References (18)
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    • (1978) Strained Organic Molecules
    • Greenberg, A.1    Liebman, J.F.2
  • 2
    • 84985532474 scopus 로고
    • A. Greenberg and J. F. Liebman, in Strained Organic Molecules, Academic Press, New York, 1978; K. B. Wiberg, Angew. Chem., Int. Ed. Engl., 1986, 25, 312; C. D. Lawrence and C. F. H. Tipper, J. Chem. Soc., 1955, 713; P. S. Skell and I. Starer, J. Am. Chem. Soc., 1960, 82, 2971; K. B. Wiberg and S. R. Kass, J. Am. Chem. Soc., 1985, 107, 1988.
    • (1986) Angew. Chem., Int. Ed. Engl. , vol.25 , pp. 312
    • Wiberg, K.B.1
  • 3
    • 37049159161 scopus 로고
    • A. Greenberg and J. F. Liebman, in Strained Organic Molecules, Academic Press, New York, 1978; K. B. Wiberg, Angew. Chem., Int. Ed. Engl., 1986, 25, 312; C. D. Lawrence and C. F. H. Tipper, J. Chem. Soc., 1955, 713; P. S. Skell and I. Starer, J. Am. Chem. Soc., 1960, 82, 2971; K. B. Wiberg and S. R. Kass, J. Am. Chem. Soc., 1985, 107, 1988.
    • (1955) J. Chem. Soc. , pp. 713
    • Lawrence, C.D.1    Tipper, C.F.H.2
  • 4
    • 0000996207 scopus 로고
    • A. Greenberg and J. F. Liebman, in Strained Organic Molecules, Academic Press, New York, 1978; K. B. Wiberg, Angew. Chem., Int. Ed. Engl., 1986, 25, 312; C. D. Lawrence and C. F. H. Tipper, J. Chem. Soc., 1955, 713; P. S. Skell and I. Starer, J. Am. Chem. Soc., 1960, 82, 2971; K. B. Wiberg and S. R. Kass, J. Am. Chem. Soc., 1985, 107, 1988.
    • (1960) J. Am. Chem. Soc. , vol.82 , pp. 2971
    • Skell, P.S.1    Starer, I.2
  • 5
    • 0013389061 scopus 로고
    • A. Greenberg and J. F. Liebman, in Strained Organic Molecules, Academic Press, New York, 1978; K. B. Wiberg, Angew. Chem., Int. Ed. Engl., 1986, 25, 312; C. D. Lawrence and C. F. H. Tipper, J. Chem. Soc., 1955, 713; P. S. Skell and I. Starer, J. Am. Chem. Soc., 1960, 82, 2971; K. B. Wiberg and S. R. Kass, J. Am. Chem. Soc., 1985, 107, 1988.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 1988
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  • 9
    • 0000396720 scopus 로고    scopus 로고
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    • (2000) J. Mol. Model. , vol.6 , pp. 158
    • Sawicka, D.1    Houk, K.N.2
  • 10
    • 0002892591 scopus 로고    scopus 로고
    • D. Sawicka and K. N. Houk, J. Mol. Model., 2000, 6, 158; D. Sawicka, Y. Li and K. N. Houk, J. Chem. Soc., Perkin Trans., 2, 1999, 2349; D. Sawicka, S. Wilsey and K. N. Houk, J. Am. Chem. Soc., 1999, 121, 864-865.
    • (1999) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 2349
    • Sawicka, D.1    Li, Y.2    Houk, K.N.3
  • 11
    • 0033518576 scopus 로고    scopus 로고
    • D. Sawicka and K. N. Houk, J. Mol. Model., 2000, 6, 158; D. Sawicka, Y. Li and K. N. Houk, J. Chem. Soc., Perkin Trans., 2, 1999, 2349; D. Sawicka, S. Wilsey and K. N. Houk, J. Am. Chem. Soc., 1999, 121, 864-865.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 864-865
    • Sawicka, D.1    Wilsey, S.2    Houk, K.N.3
  • 16
    • 2342541435 scopus 로고    scopus 로고
    • note
    • It is interesting to note that the reaction path leads to the formation of a π-complex at the expense of a single C-C bond. An alternative route, and probably a more efficient one, would be a 1,2-hydrogen shift.
  • 17
    • 2342527559 scopus 로고
    • A. v. Baeyer, Ber. Dtsch. Chem. Ges., 1885, 18, 2278 For the history of the development of the concept "Baeyer strain" see: L. F. Fieser, M. Fieser, Advanced Organic Chemistry, Chapman & Hall, London, 1965, p. 550.
    • (1885) Ber. Dtsch. Chem. Ges. , vol.18 , pp. 2278
    • Baeyer, A.V.1
  • 18
    • 0004045862 scopus 로고
    • Chapman & Hall, London
    • A. v. Baeyer, Ber. Dtsch. Chem. Ges., 1885, 18, 2278 For the history of the development of the concept "Baeyer strain" see: L. F. Fieser, M. Fieser, Advanced Organic Chemistry, Chapman & Hall, London, 1965, p. 550.
    • (1965) Advanced Organic Chemistry , pp. 550
    • Fieser, L.F.1    Fieser, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.