Abstract
Conformations of 2-chloro-N-[2-(methylsulfanyl)phenyl]- and 2-(diphenylthiophosphoryl)-N-[2-(methylsulfanyl)phenyl]acetamides have been studied by the dipole moment method and quantum chemical calculations. 2-(Diphenylthiophosphoryl)-N-[2-(methylsulfanyl)phenyl]acetamide has been found to exist as an equilibrium mixture of two conformers with synclinal and anticlinal orientations of the \({C_{s{p^3}}} - {C_{s{p^2}}}\) and P=S bonds. 2-Chloro-N-[2-(methylsulfanyl)phenyl]acetamide is represented by one preferred conformer.
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Original Russian Text © E.A. Ishmaeva, A.Z. Alimova, Ya.A. Vereshchagina, D.V. Chachkov, O.I. Artyushin, E.V. Sharova, 2015, published in Zhurnal Organicheskoi Khimii, 2015, Vol. 51, No. 7, pp. 963–966.
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Ishmaeva, E.A., Alimova, A.Z., Vereshchagina, Y.A. et al. Synthesis, polarity, and structure of 2-chloro-N-[2-(methylsulfanyl)phenyl]- and 2-(diphenylthiophosphoryl)-N-[2-(methylsulfanyl)phenyl]acetamides. Russ J Org Chem 51, 943–946 (2015). https://doi.org/10.1134/S107042801507009X
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DOI: https://doi.org/10.1134/S107042801507009X