Near‐Infrared Circularly Polarised Luminescence from Helically Extended Chiral <i>N,N,O,O</i> ‐Boron Chelated Dipyrromethenes

Synthetically straightforward π-extension of helically chiral N,N,O,O-boron chelated borondipyrromethenes (BODIPYs) has been achieved by incorporation naphthyl rings into the BODIPY 3- and 5-positions. The effect this extension on photophysical chiroptical properties is strongly dependent regiochemistry substituents (4 exo, 4 lin, endo). most helicene-like regioisomer endo a near infra-red (NIR) emitter (λemmax=751 nm) with an emission band between 675–875 nm, displaying circularly polarised luminescence (CPL) dissymmetry factor, |glum|=5.7×10−3 CPL brightness, BCPL=27, rivalling best NIR CPL-emitting small organic molecules reported to date.