The structural and electronic properties of helicenes make them unique platforms for studying charge delocalization and aromaticity effects. A significant prediction was made by Zhou et al., who computationally demonstrated that negative charge localization could drive a novel reductive cyclization mechanism in bis-and mono-helicenes. Based on DFT calculations, their study revealed that introducing a pentagonal unit into a helicene framework creates an antiaromatic hotspot, which drives a sequence of ring closures, leading to new graphene subunits. Deprotonation creates a localized antiaromatic region, selectively guiding electron addition.