Chiral π-Extended Diindenoperylenes Featuring Dithia[7]helicenes

Abstract

Helically chiral π-expanded diindenoperylenes were synthesized and their chiroptical properties characterized. The enantiopure synthesis of the perylene framework was achieved by two-fold Yamamoto coupling of π-expanded dibromofluoranthenes, each comprising one dithia[7]helicene unit. Oxidation of the thiophene units to the corresponding sulfones allowed late-stage modification of the chiroptical and electrochemical properties.