Unbalanced 2D Chiral Crystallization of Pentahelicene Propellers and Their Planarization into Nanographenes

Chemistry. 2021 Jul 16;27(40):10251-10254. doi: 10.1002/chem.202101223. Epub 2021 Jun 8.

Abstract

The chiral self-assembly of trispentahelicene propellers on a gold surface has been investigated in ultrahigh vacuum by means of scanning tunneling microscopy and time-of-flight secondary ion mass spectrometry. The trispentahelicene propellers aggregate into mirror domains with an enantiomeric ratio of 2 : 1. Thermally induced cyclodehydrogenation leads to planarization into nanographenes, which self-assemble into closed-packed layers with two different azimuths. Further treatment induces in part dimerization and trimerization by intermolecular cyclodehydrogenation.

Keywords: graphene; helicenes; on-surface chemistry; polycyclic aromatic hydrocarbons; scanning tunneling microscopy.