Abstract: The redox levels for tWo series of pyrylium and thiapyrylium salts were measured by cyclic voltammetry. This information was utilized to provide a quantitative comparison of the highest occupied (HOMO) and lowest unoccupied molecular orbitals (LUMO) which is a measure of the thermodynamic stabilities to electron transfer of oxygen vs. sulfur adjacent to car-bon cation, radical, and anionic centers in a single system. In one of the series [ie., 4-( ...