Integrating the fluorene substructure into azaacenes: syntheses of novel fluorophores

Abstract

In this study, we report on the syntheses of novel angular fused azaacenes. For this purpose, the synthesis of the bis-diamine 2 (TABEF) could be shortened and optimized. The condensation reaction of 2 with different types of 1,2-diketones yielded new azaacene derivatives of types 10, 11 and 12. Analogously, 2 was cyclized with thionyl chloride to give the piazthiol derivative 13. The optical and electrochemical properties of all new compounds were investigated by UV/Vis absorption, fluorescence emission spectroscopy and cyclovoltammetric measurements.

Recent progress in pyrazinacenes containing nonbenzenoid rings: synthesis, properties and applications

“…5) are privileged motifs used to decorate the π-conjugation during the design of untypical N-heteroacenes. 68,69…”