20912-14-5Relevant articles and documents
Conformational investigation of diarylsulphides by Kerr effect and dipole moment methods
Bulgarevich, S. B.,Movshovich, D. Ya.,Ivanova, N. A.,Finocchiaro, P.,Failla, S.
, p. 207 - 222 (1992)
Molar Kerr constants and electric dipole moments are reported for (4-NO2C6H4)2S, (4-MeOC6H4)2S, (4-MeOC6H4)(4'-NO2C6H4)S, (2-MeOC6H4)(4'-NO2C6H4)S, (4-MeOC6H4)(2'-NO2C6H4)S, (2-MeOC6H4)(2'-NO2C6H4)S and (4-ClC6H4)2SO as solutes in dioxane at 298 K.The data are analysed in terms of the preferred conformations adopted in solution.In most cases these data are consistent with the presence, in dioxane, of helical conformers, where both aromatic rings are twisted in the same direction with respect to the CAr-S-CAr molecular reference plane.The (4-ClC6H4)2SO molecule adopts an orthogonal conformation where both aryl rings are approximately perpendicular to the CAr-S-CAr molecular reference plane.
MOLECULAR POLARIZABILITY OF ORGANIC COMPOUNDS AND THEIR COMPLEXES. XLIV. CONFORMATIONS OF DIARYL SULFONES IN DIOXANE
Bulgarevich, S. B.,Movshovich, D. Ya.,Ivanova, N. A.,Filippov, S. E.,Finocchiaro, P.,Failla, S.
, p. 379 - 387 (2007/10/02)
We determined molar Kerr constants and dipole moments in dioxane solutions for a number of diaryl sulfones with various substituents in the aromatic nuclei.The data obtained were analyzed to establish the preferential molecular conformations.It was shown that diaryl sulfones occur in solution mainly in the form of orthogonal or planar-orthogonal conformers, or as an equilibrium between these two.In the orthogonal conformer both aromatic rings are perpendicular to the plane of the CArSCAr bonds, whereas in the planar-orthogonal conformer one ring is coplanar and the other orthogonal to this plane.The orthogonal orientation of aromatic rings relative to the CArSCAr plane originates from the ?-conjugation of the nuclei and the sulfonyl gruop of the sulfone molecules.
