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Volumn 59, Issue 12, 2003, Pages 2131-2136

Torsional angles in 6,6′-bridged atropoisomeric biphenyls control the electrophilic substitution with phthalimidesulfenyl chloride

Author keywords

Atropoisomeric biphenyls; Phthalimidesulfenyl chloride; Reactivity; SEAr; Torsional angle

Indexed keywords

3,3' N THIOPHTHALIMIDE; BIPHENYL DERIVATIVE; DISULFIDE; PHTHALIMIDESULFENYL CHLORIDE; THIOL DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0037450998     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)00178-9     Document Type: Article
Times cited : (6)

References (33)
  • 22
    • 85031232840 scopus 로고    scopus 로고
    • All the reactions were carried out on racemic biphenyls, aR(M) configuration depicted in this paper was arbitrarily chosen
    • All the reactions were carried out on racemic biphenyls, aR(M) configuration depicted in this paper was arbitrarily chosen.
  • 23
    • 85031230101 scopus 로고    scopus 로고
    • Up to now, for several tens of phthalimidesulfenylations of phenols we obtain exclusively ortho-substitution
    • Up to now, for several tens of phthalimidesulfenylations of phenols we obtain exclusively ortho-substitution.
  • 24
    • 84948388998 scopus 로고
    • The Chemistry of Sulfenyl Halides and Sulfenamides
    • S. Patai. New York: Wiley. and references cited therein
    • Capozzi G., Modena G., Pasquato L. The Chemistry of Sulfenyl Halides and Sulfenamides. Patai S. The Chemistry of Sulfenic Acid and Derivatives. 1990;403-516 Wiley, New York. and references cited therein.
    • (1990) The Chemistry of Sulfenic Acid and Derivatives , pp. 403-516
    • Capozzi, G.1    Modena, G.2    Pasquato, L.3
  • 25
    • 85031219179 scopus 로고    scopus 로고
    • Attempts to separate by column chromatography derivatives 24 and 25 from mixtures obtained reacting 21 with 0.5-1.5 equiv. of 1 were unsuccessful
    • Attempts to separate by column chromatography derivatives 24 and 25 from mixtures obtained reacting 21 with 0.5-1.5 equiv. of 1 were unsuccessful.
  • 26
    • 85031227306 scopus 로고    scopus 로고
    • Molecular mechanic AM1 semi empirical calculation were obtained with the SPARTAN program
    • Molecular mechanic AM1 semi empirical calculation were obtained with the SPARTAN program.
  • 27
    • 0000778053 scopus 로고
    • For torsional angles of similar derivatives see for example: (a) Bates R.B., Camou F.A., Kane V.V., Mishra P.K., Suvannachut K., White J.J. J. Org. Chem. 54:1989;311-317 (b) Harada T., Takeuchi M., Hatsuda M., Ueda S., Oku A. Tetrahedron: Asymmetry. 7:1996;2479-2482 (c) Zhang Z., Qian H., Longmire J., Zhang X. J. Org. Chem. 65:2000;6223-6226.
    • (1989) J. Org. Chem. , vol.54 , pp. 311-317
    • Bates, R.B.1    Camou, F.A.2    Kane, V.V.3    Mishra, P.K.4    Suvannachut, K.5    White, J.J.6
  • 28
    • 0030249293 scopus 로고    scopus 로고
    • For torsional angles of similar derivatives see for example: (a) Bates R.B., Camou F.A., Kane V.V., Mishra P.K., Suvannachut K., White J.J. J. Org. Chem. 54:1989;311-317 (b) Harada T., Takeuchi M., Hatsuda M., Ueda S., Oku A. Tetrahedron: Asymmetry. 7:1996;2479-2482 (c) Zhang Z., Qian H., Longmire J., Zhang X. J. Org. Chem. 65:2000;6223-6226.
    • (1996) Tetrahedron: Asymmetry , vol.7 , pp. 2479-2482
    • Harada, T.1    Takeuchi, M.2    Hatsuda, M.3    Ueda, S.4    Oku, A.5
  • 29
    • 0034703214 scopus 로고    scopus 로고
    • For torsional angles of similar derivatives see for example: (a)
    • For torsional angles of similar derivatives see for example: (a) Bates R.B., Camou F.A., Kane V.V., Mishra P.K., Suvannachut K., White J.J. J. Org. Chem. 54:1989;311-317 (b) Harada T., Takeuchi M., Hatsuda M., Ueda S., Oku A. Tetrahedron: Asymmetry. 7:1996;2479-2482 (c) Zhang Z., Qian H., Longmire J., Zhang X. J. Org. Chem. 65:2000;6223-6226.
    • (2000) J. Org. Chem. , vol.65 , pp. 6223-6226
    • Zhang, Z.1    Qian, H.2    Longmire, J.3    Zhang, X.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.