Highly Regioselective Alkylation of Hexabenzocoronenes: Fundamental Insights into the Covalent Chemistry of Graphene.

Hexa-peri-hexabenzocoronides (HBC) was successfully used as a model system for investigating the complex mechanism of the reductive functionalization of graphene. The well-defined molecular HBC system enabled deeper insights into the mechanism of the alkylation of reductively activated nanographenes. The separation and complete characterization of alkylation products clearly demonstrate that nanographene functionalization proceeds with exceptionally high regio- and stereoselectivities on the HBC scaffold.

Synthesis, Structural Characterization, and Crystal Packing of the Elusive Pentachlorinated Azafullerene C NCl.

We report on the synthesis and the structure elucidation of the elusive azafullerene pentachloride C NCl , which was obtained by high temperature halogenation of (C N) . The exceptionally strong host-guest interaction of the title compound in the solid is discussed.