S. L. Aimone, M. Mirífico, J. Caram
May 6, 2000
Citations
0
Influential Citations
16
Citations
Journal
Tetrahedron Letters
Abstract
Abstract 3,4-Diphenyl-1,2,5-thiadiazole 1-oxide ( 1a ) in acetonitrile solution is electroreduced to 2,4,6-triphenyl-1,3,5-triazine and 3,4-diphenyl-1,2,5-thiadiazole. This behavior is very different from that of similar compounds with other oxidation states of the heterocyclic sulfur atom, such as the 1,1-dioxide derivative ( 2 ) and the aromatic 3,4-diphenyl thiadiazole parent ring. The Fukui functions were calculated for 1a and 2 to estimate their reactivity, compare their reactive site, and rationalize the divergent electrochemical properties of 1a .