Intramolecular interaction in aryldihydrothiophene 1,1-dioxides

The peculiarities of the intramolecular interaction in unsaturated five-membered cyclic sulfones as a function of their structures were studied on the basis of an analysis of the electronic absorption spectra of single crystals of isomeric -aryldihydrothiophene 1,1-dioxides at 4.2°K, the IR spectra of the molecules at 298°K, and the results of x-ray diffraction analysis of 3-phenyl-4,5-dihydrothiophene 1,1-dioxide. In addition to the inductive effect, conjugation of the SO₂ group with the -electron system of 3-phenyl-4,5-dihydrothiophene 1,1-dioxide, which is manifested most appreciably in the excited electronic state, was observed.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1056–1059, August, 1977.