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Abstract
Calculations show that the thioamide vinylogs exhibit a preference for the thioketone(thioaldehyde)-amine structure rather than the thiol-imine tautomeric structure. This is confirmed by spectrometric data, which also make it possible to specify among other things, an ethylenic configuration, the conformation of the molecules and the corresponding rotational barriers. The chemical reactivity of these compounds has been studied; experimentally they undergo electrophilic reactions at the sulphur atom, nucleophilic reactions at the carbon of the thiocarbonyl group and at the carbon attached to the amine and cycloaddition reactions. A wide variety of diversely substituted thioamide vinylogs can be obtained by numerous synthetic methods.