π-Extended tetrathiafulvalene BODIPY (ex-TTF-BODIPY): a redox switched “on–off–on” electrochromic system with two near-infrared fluorescent outputs

Abstract

A π-extended tetrathiafulvalene-boradiazaindacene chimera, ex-TTF-BODIPY, has been prepared. The resulting system undergoes sequential one-electron oxidations, allowing access to both the mono-oxidized radical cationic and dicationic states. Additionally, ex-TTF-BODIPY displays electrochromic and electrofluorochromic behaviour in the near-IR portion of the electromagnetic spectrum and functions as a redox switched "on-off-on" emissive system.