Conformational investigation of diarylsulphones by Kerr effect and dipole moment methods

Article abstract of DOI:10.1016/0022-2860(91)85080-M

Molar Kerr constants and electric dipole moments are reported for (C6H5)2SO2, (4Cl-C6H4)(C6H5)SO2, (2,4,6-Me3C6H2)(4'-Br-C6H4)SO2, (4-NO2C6H4)2SO2, (4-MeOC6H4)(4'-NO2C6H4)SO2, (2-MeOC6H4)(4'-NO2C6H4)SO2, (2-NO2C6H4)(4'-MeOC6H4)SO2 and (2-MeOC6H4)(2'-NO2C6H4)SO2 as solutes in dioxane solution 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 orthogonal or planar-orthogonal conformers, or of a mixture of them.In the orthogonal rotamer both aromatic rings are approximately perpendicular to the C_Ar-S-C_Ar molecular reference plane whereas in the planar-orthogonal conformer one ring is coplanar and the other is orthogonal to the reference C_Ar-S-C_Ar plane.