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Volumn 38, Issue 24, 1997, Pages 4223-4226

Studies of steric effects. Spectroscopic evidence for through-space interaction in CH3 ---- O in crowded alcohols

Author keywords

[No Author keywords available]

Indexed keywords

ALKANOL;

EID: 0030919548     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00849-6     Document Type: Article
Times cited : (10)

References (21)
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    • Oki, M.1
  • 4
    • 0342912758 scopus 로고
    • T. Tezuka, T. Masuko, K. Yokoi, S. Chin, and K. Ichikawa, Pacifichem'95, Book of Abst. II, Orgn. 9, No. 1455 (1995); T. Tezuka, M. Nakagawa, K. Yokoi, Z. Chen, and T. Masuko, 13th IUPAC, Phys. Org. Chem., Abst., p. 81 (1996). (formula presented) The through-space attractive gauche-orbital interaction is shown by the conceptual formula (a), in which the dotted line and the designation e represent the gauche-orbital interaction and the lone pair electrons of the heteroatom of the C-X bond, respectively. By this interaction, the electron density changes at e, generating the less polar C-X bond (reverse polarization).
    • (1995) Pacifichem'95, Book of Abst. II, Orgn. , vol.9 , Issue.1455
    • Tezuka, T.1    Masuko, T.2    Yokoi, K.3    Chin, S.4    Ichikawa, K.5
  • 5
    • 0342912757 scopus 로고    scopus 로고
    • T. Tezuka, T. Masuko, K. Yokoi, S. Chin, and K. Ichikawa, Pacifichem'95, Book of Abst. II, Orgn. 9, No. 1455 (1995); T. Tezuka, M. Nakagawa, K. Yokoi, Z. Chen, and T. Masuko, 13th IUPAC, Phys. Org. Chem., Abst., p. 81 (1996). (formula presented) The through-space attractive gauche-orbital interaction is shown by the conceptual formula (a), in which the dotted line and the designation e represent the gauche-orbital interaction and the lone pair electrons of the heteroatom of the C-X bond, respectively. By this interaction, the electron density changes at e, generating the less polar C-X bond (reverse polarization).
    • (1996) 13th IUPAC, Phys. Org. Chem., Abst. , pp. 81
    • Tezuka, T.1    Nakagawa, M.2    Yokoi, K.3    Chen, Z.4    Masuko, T.5
  • 8
    • 0042850371 scopus 로고
    • T. Sugawara, Y. Kawada, M. Katoh, and H. Iwamura, Bull. Chem. Soc. Jpn., 52, 3391 (1979); T. Sugawara, Y. Kawada, and H. Iwamura, Chem. Lett., 1371 (1978).
    • (1978) Chem. Lett. , pp. 1371
    • Sugawara, T.1    Kawada, Y.2    Iwamura, H.3
  • 12
    • 0004306024 scopus 로고
    • Academic Press, New York
    • J. B. Stothers, "Carbon-13 NMR Spectroscopy," Academic Press, New York, 1972; H-O. Kalinowski, S. Berger, and S. Braun, "Carbon-13 NMR Spectroscopy," John Wiley & Sons, New York, 1984.
    • (1972) Carbon-13 NMR Spectroscopy
    • Stothers, J.B.1
  • 14
    • 33845554708 scopus 로고
    • R. Taylor and O. Kennard, J. Am. Chem. Soc., 104, 5063 (1982); G. R. Desiraju, Acc. Chem. Res., 24, 290 (1991); J. A. Jeffrey and W. Saenger, "Hydrogen Bonding in Biological Structures," Springer-Verlag, Berlin, 1994.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 5063
    • Taylor, R.1    Kennard, O.2
  • 15
    • 0007116617 scopus 로고
    • R. Taylor and O. Kennard, J. Am. Chem. Soc., 104, 5063 (1982); G. R. Desiraju, Acc. Chem. Res., 24, 290 (1991); J. A. Jeffrey and W. Saenger, "Hydrogen Bonding in Biological Structures," Springer-Verlag, Berlin, 1994.
    • (1991) Acc. Chem. Res. , vol.24 , pp. 290
    • Desiraju, G.R.1
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  • 19
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    • S. Winstein, P. Carter, F. A. L. Anet, and A. J. R. Bourn, J. Am. Chem. Soc., 87, 5247 (1965); K. Seidman and G. E. Maciel, J. Am. Chem. Soc., 99, 659 (1977).
    • (1977) J. Am. Chem. Soc. , vol.99 , pp. 659
    • Seidman, K.1    Maciel, G.E.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.