On-surface synthesis of a nitrogen-embedded buckybowl with inverse Stone–Thrower–Wales topology

Shantanu Mishra, Maciej Krzeszewski, Carlo A. Pignedoli, Pascal Ruffieux, Roman Fasel () and Daniel T. Gryko ()
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Shantanu Mishra: Empa, Swiss Federal Laboratories for Materials Science and Technology
Maciej Krzeszewski: Polish Academy of Sciences
Carlo A. Pignedoli: Empa, Swiss Federal Laboratories for Materials Science and Technology
Pascal Ruffieux: Empa, Swiss Federal Laboratories for Materials Science and Technology
Roman Fasel: Empa, Swiss Federal Laboratories for Materials Science and Technology
Daniel T. Gryko: Polish Academy of Sciences

Nature Communications, 2018, vol. 9, issue 1, 1-9

Abstract: Abstract Curved π-conjugated polycyclic aromatic hydrocarbons, buckybowls, constitute an important class of materials with wide applications in materials science. Heteroatom doping of buckybowls is a viable route to tune their intrinsic physicochemical properties. However, synthesis of heteroatom-doped buckybowls is a challenging task. We report on a combined in-solution and on-surface synthetic strategy toward the fabrication of a buckybowl containing two fused nitrogen-doped pentagonal rings. We employ ultra-high-resolution scanning tunneling microscopy and spectroscopy, in combination with density functional theory calculations to characterize the final compound. The buckybowl contains a unique combination of non-hexagonal rings at its core, identified as the inverse Stone–Thrower–Wales topology, resulting in a distinctive bowl-opening-down conformation of the buckybowl on the surface. Our controlled design of non-alternant, heteroatom-doped polycyclic aromatic frameworks with established bottom-up fabrication techniques opens new opportunities in the synthesis of carbon nanostructures with the perspective of engineering properties of graphene-based devices.

Date: 2018
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DOI: 10.1038/s41467-018-04144-5

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