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Volumn 58, Issue 21, 1993, Pages 5674-5682

Atropisomerism in Hindered Naphthyl Sulfoxides: Structure, Stereodynamics, and Chiral Resolution

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EID: 33751385981     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00073a028     Document Type: Article
Times cited : (55)

References (26)
  • 1
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    • Conformational Studies by Dynamic NMR. 50. For part 49 see
    • Conformational Studies by Dynamic NMR. 50. For part 49 see: Casarini, D.; Lunazzi, L.; Anderson, J. E. J. Org. Chem. 1993, 58, 715.
    • (1993) J. Org. Chem. , vol.58 , pp. 715
    • Casarini, D.1    Lunazzi, L.2    Anderson, J.E.3
  • 10
    • 0001834924 scopus 로고
    • We made use of the M MX force field as implemented in the program PC Model, Serena Software, Bloomington, IN. See also, JAI press: Greenwich, As no particular parameters were available for sulfoxides those of default were employed. The barriers were computed by driving the Ar−SO torsion angle in 2° steps in the proximity of 0° and 180° and allowing the other angles and bond distances to relax to their minima for each fixed values of the torsion angle
    • We made use of the M MX force field as implemented in the program PC Model, Serena Software, Bloomington, IN. See also: Gajewski, J.J.; Gilbert, K.K.; McKelvey, J. Advances in Molecular Modelling; JAI press: Greenwich, 1992; Vol. 2. As no particular parameters were available for sulfoxides those of default were employed. The barriers were computed by driving the Ar−SO torsion angle in 2° steps in the proximity of 0° and 180° and allowing the other angles and bond distances to relax to their minima for each fixed values of the torsion angle.
    • (1992) Advances in Molecular Modelling , vol.2
    • Gajewski, J.J.1    Gilbert, K.K.2    McKelvey, J.3
  • 11
    • 37049106042 scopus 로고
    • 1) the MM calculations confidently allow us to discern the passage of the tert-butyl group over C-2 as the preferred one
    • 1) the MM calculations confidently allow us to discern the passage of the tert-butyl group over C-2 as the preferred one (cf. Anderson, J. E.; Barkel, D. J. D. J. Chem. Soc. Perkin Trans. 2 1984, 1053).
    • (1984) J. Chem. Soc. Perkin Trans. , vol.2 , pp. 1053
    • Anderson, J.E.1    Barkel, D.J.D.2
  • 14
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    • and references cited therein
    • Lett, R.; Marquet, A. Tetrahedron 1974, 30, 3379 and references cited therein.
    • (1974) Tetrahedron , vol.30 , pp. 3379
    • Lett, R.1    Marquet, A.2
  • 16
    • 33947085195 scopus 로고
    • 3 stays for europium 1,1,1,2,2,3,3,-heptafluoro-7,7-dimethyl-4,6-octanedionate. See:, and references cited therein
    • 3 stays for europium 1,1,1,2,2,3,3,-heptafluoro-7,7-dimethyl-4,6-octanedionate. See: Cockerill, H. F.; Davies, G.L.O.; Harden, R. C.; Rackham, D. M. Chem, Rev. 1973, 73, 553 and references cited therein.
    • (1973) Chem, Rev. , vol.73 , pp. 553
    • Cockerill, H.F.1    Davies, G.L.O.2    Harden, R.C.3    Rackham, D.M.4
  • 21
    • 0000875514 scopus 로고
    • Mislow, K.; Green, M. M.; Laue, P.; Melillo, J.T.; Simmons, T.; Ternay, A. L., Jr.; J. Am. Chem. Soc. 1965, 87, 1958.
    • (1965) J. Am. Chem. Soc. , vol.87 , pp. 1958


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