STEREOCHEMISTRY OF ORGANIC SULPHUR COMPOUNDS. PART 14 . SYNTHESIS AND CONFORMATION ANALYSIS OF 1-THIODERIVATIVES OF 3,3-DIMETHYL-2-BUTANOL AND ITS ACETATES.

Article abstract of DOI:10.1016/S0040-4020(01)98819-2

The synthesis and conformational analysis of some thioderivatives tBu-CHX-CH2Y (X = OH and OAc; Y = SH, SMe, SO2Me and SMe2) are reported.The conformational equilibria have been established from 1H NMR data and high dilution ir studies.All the compounds exhibited almost monoconformational behaviour around the C(1)-C(2) bond, due to strong steric factors.The observed vicinal coupling constants were used to check the different parameterizations of Altona's equation for our compounds with sulphur in distinct oxidation states.The possible dihedral angle deformations were also evaluated.