Helically chiral functionalized [6]helicene Synthesis, optical resolution, and photophysical properties

Abstract : A short and efficient synthetic pathway leading to a new chiral π-conjugated system is reported. The X-ray structure of the target compound was determined and showed a helical conformation. Its resolution was successfully accomplished, leading to two enantiomers in high optical purity, and their chiroptical properties were examined experimentally. The photophysical properties of the organic material were also evaluated, showing an emission in the visible region, and HOMO and LUMO levels have been estimated experimentally, demonstrating an electrochemical band gap of 2.37 eV. © 2018 Académie des sciences