New Formation Mechanism of Allylic Trithiocarbonates from Sodium O-(2-Alkenyl) Dithiocarbonates via Sequential Pericyclic Reactions: Density Functional Theory Study

摘要

Density functional theory (DFT) calculations at the B3LYP/6-31G(d) level demonstrated that sodium O -(3-phenylallyl) dithiocarbonate undergoes [3,3]-sigmatropic rearrangement to sodium S -(1-phenylallyl) dithiocarbonate, which then isomerizes to the more thermodynamically stable sodium S -(3-phenylallyl) dithiocarbonate. The calculations also showed that sodium 2-alkenyl trithiocarbonates and their esters are more labile towards the allylic rearrangement.