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On-Surface Synthesis and Characterization of a Cycloarene: C108 Graphene Ring

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The synthesis of cycloarenes in solution is challenging because of their low solubility and the often hindered cyclodehydrogenation reaction of their nonplanar precursors. Using an alternative on-surface synthesis protocol, we achieved an unprecedented double-stranded hexagonal cycloarene containing 108 sp2 carbon atoms. Its synthesis is based on hierarchical Ullmann coupling and cyclodehydrogenation of a specially designed precursor on a Au(111) surface. The structure and other properties of the cycloarene are investigated by scanning tunneling microscopy/spectroscopy, atomic force microscopy, and density functional theory calculations.

Veröffentlichung: On-Surface Synthesis and Characterization of a Cycloarene: C108 Graphene Ring.
Q. Fan, D. Martin-Jimenez, S. Werner, D. Ebeling, T. Koehler, T. Vollgraff, J. Sundermeyer, W. Hieringer, A. Schirmeisen, J. M. Gottfried, J. Am. Chem. Soc. 2020, 142, 894–899. DOI:10.1021/jacs.9b10151