Chemistry of Heterocyclic Compounds p. 1006 - 1009 (1981)
Update date:2022-08-29
Topics:
Klimenko, S. K.
Stolbova, T. V.
Evtushenko, I. Ya.
Kharchenko, V. G.
The PMR spectra of 3,5-diphenyl-2-thiabicyclo<4.4.0>decane and its 4,6-dideuteroderivative and S-oxide in the presence of Eu(dpm)3were 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<4.4.0>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.
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