Synthesis of divinyl sulfide via addition of the hydrogen sulfide anion to acetylene in an alkaline metal hydroxide/DMSO superbasic system: A quantum-chemical insight
Hydrosulfide addition to acetylene to give enthiolate is the rate-determining step. High S-nucleophilicity of enthiolate causes the selective formation of DVS. In the calculations, the NaOH·4DMSO and KOH·5DMSO models of the superbasic reaction center were employed. The H2S interaction with a superbase center instantly leads to the NaSH (KSH)·nDMSO complex. The rate-determining activation energies are close for both sodium and potassium hydrosulfides.