Synthesis of cationic heterocoronene by photo-induced Diels-Alder reaction of helicene and its spectral properties in polyanionic matrix

Abstract

A new procedure for the synthesis of azonia derivatives of coronene by intra-molecular photo Diels-Alder type reaction of azonia-1-thia[6]helicenes is reported. Photocyclization of 2-[2-(3-thienyl)vinyl] naphtho[1,2-a]quinolizinium and 2-(2-naphthylvinyl)thieno[2,3-a]quinolizinium salts gives 2a-azoniacoronene. The fluorescent property of the azoniacoronene-polyanion complexes are depending on the polyanionic matrices, and the cation exchange ratio of the polyion complexes also affects the optical properties.