Elsevier

Chemical Physics Letters

Volume 80, Issue 2, 1 June 1981, Pages 280-282
Chemical Physics Letters

The sulfhydryl groups in 4-amino- and 4-methoxy-thiophenol prefer the plane normal to the molecular frame

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Abstract

In 4-aminothiophenol and 4-methoxythiophenol the conformations of lowest energy are those in which the S—H bond lies in a plane perpendicular to the benzene plane. V2 is 2.9 ± 0.4 and 1.9 ± 0.4 kJmol, respectively. By way of contrast, V2 in 4-nitrothiophenol is 9.0 ± 0.8 kJmol and the S—H bond prefers the molecular plane.

References (19)

  • H.D. Bist et al.

    J. Mol. Spectry.

    (1967)
  • E. Mathier et al.

    J. Mol. Spectry

    (1971)
  • N.W. Larsen et al.

    J. Mol. Struct.

    (1974)
  • W.J.E. Parr et al.

    J. Magn. Reson.

    (1977)
  • L. Radom et al.

    J. Chem. Soc. Chem. Commun.

    (1972)
  • W.J.E. Parr et al.

    Accounts Chem. Res.

    (1980)
  • T. Schaefer et al.

    Can. J. Chem.

    (1977)
  • P.B. Ayscough et al.

    Mol. Phys.

    (1971)
  • N.W. Larsen, private...
There are more references available in the full text version of this article.

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