Radical cation and dication of a 4H-dithieno[2,3-b:3′,2′-e][1,4]-thiazine
A p-tert-butylphenyl substituted 4H-dithieno[2,3-b:3′,2′-e][1,4]thiazine was synthesized by twofold Buchwald–Hartwig coupling. The electronic properties (UV/Vis, cyclic voltammetry and spectroelectrochemistry) and the DFT- and TD DFT-calculated electronic structure reveal that the parent system and the radical cation and dication oxidation products are highly polarizable π-systems with strong charge transfer contributions. The radical cation and the dication were prepared by oxidation with antimony(V) pentachloride, giving stable deeply colored salts. EPR spectroscopy of the radical cation furnishes hyperfine coupling constants with the nitrogen nucleus and the α-thienyl protons. The dicati…
CCDC 1534633: Experimental Crystal Structure Determination
Related Article: Arno Schneeweis, Andreas Neidlinger, Guido J. Reiss, Walter Frank, Katja Heinze, Thomas J. J. Müller|2017|Org.Chem.Front.|4|839|doi:10.1039/C7QO00188F