I. Ya. Evtushenko

New pathway for the disproportionation of hydrothiochromenes and structural studies of the resulting compounds

A new pathway for the disproportionation of hydrothiochromenes under the influence of protic acids, which consists in intermolecular hydride transfer of a hydrogen from the alicycle and leads to the development of a hydrothiochroman, was developed. Correlation results that confirm the structures and conformational peculiarities of the resulting compounds were obtained by PMR spectroscopy and x-ray diffraction analysis.

Electronic spectra of 5,6-polymethylenethiapyrylium salts and certain oxygen analogs

Electronic absorption and emission spectra of substituted 5,6-tri- and 5,6-tetramethylenethiapyrylium salts are examined to determine the influence of the degree and character of substitution of the heterocycle, the size of the condensed alicycle, the nature of the heteroatom and the counterion, and the polarity of the solvent.

Configuration and conformation of 3,5-diphenyl-2-thiabicyclo[4.4.0]decane

The PMR spectra of 3,5-diphenyl-2-thiabicyclo[4.4.0]decane and its 4,6-dideutero derivative and S-oxide in the presence of Eu(dpm)3 were studied. It was established that 3,5-diphenyl-2-thiabicyclo[4.4.0]decane has a cis,cis,cis configuration. The extremal spin-spin coupling constants (SSCC) constitute evidence for conformational rigidity of the investigated condensed system, which exists in the form of a puckered chair. The formation of the same cis,cis,cis isomer of 3,5-diphenyl-2-thiabicyclo[4.4.O]decane in the case of catalytic hydrogenation, disproportionation with trifluoroacetic acid, and ionic hydrogenation constitutes evidence for stereospecificity of the processes involving the reduction of the double bonds in 2,4-diphenyl-5,6-tetramethylene-6H-thiopyran.