A mechanism has been proposed for the reaction of 1,3-dichloropropene with dipotassium propane-1,3-bis(dithiolate) in the system hydrazine hydrate-potassium hydroxide on the basis of DFT quantum chemical calculations at the B3LYP/6-311++G(d,p) level of theory. The first stage of this reaction has been found to be nucleophilic substitution of one chlorine atom of 1,3-dichloropropene linked to the sp 3 -carbon atom by the sulfur atom of propane-1,3-bis(thiolate) to give the corresponding monosubstitution product. Further transforma tions of the latter could lead to the formation of six-, seven-, and eight-membered sulfur heterocycles, as well as of a linear structure as a result of reaction of the monosubstitution product with the second 1,3-dichloropropene molecule.
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