Synfacts 2018; 14(11): 1137
DOI: 10.1055/s-0037-1611285
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Five Points for Graphene Nanobowls!

Timothy M. Swager
Samuel I. Etkind
He L, Ng C.-F, Liu Z, Kuck D. * Chow H.-F. * The Chinese University of Hong Kong, Shatin, Hong Kong and Universität Bielefeld, Germany
Trefoil-Shaped Porous Nanographenes Bearing a Tribenzotriquinacene Core by Three-fold Scholl Macrocyclization.

Angew. Chem. Int. Ed. 2018;
57: 13635-13639
Further Information

Publication History

Publication Date:
18 October 2018 (online)



Given the difficulty of studying the chemical properties of graphene directly, many researchers have turned to the use of small molecules as model systems. In this report, the authors demonstrate the synthesis of a model system for porous nanographenes. Anion binding, electronic properties, and aggregation are probed in the final product.



The formation of large polycyclic aromatic hydrocarbons can be low yielding. The iterative process developed by the authors, involving the deprotection of an alkoxyphenol with Br3B, followed by triflation and subsequent Suzuki–­Miyaura coupling, however, allowed for the expedient synthesis of 5 in good yield. Elaboration to form 7 enabled analysis by X-ray crystallography, revealing a ‘wizard-hat shaped’ molecule.