On-Surface Hydrogenation of Buckybowls: From Curved Aromatic Molecules to Planar Non-Kekulé Aromatic HydrocarbonsClick to copy article linkArticle link copied!
- Christian WäckerlinChristian WäckerlinSurface Science and Coating Technologies, Empa, Swiss Federal Laboratories for Materials Science and Technology, Überlandstrasse 129, 8600 Dübendorf, SwitzerlandInstitute of Physics of the Czech Academy of Sciences, Cukrovarnická 10, 162 00 Praha 6, Czech RepublicMore by Christian Wäckerlin
- Aurelio GallardoAurelio GallardoInstitute of Physics of the Czech Academy of Sciences, Cukrovarnická 10, 162 00 Praha 6, Czech RepublicFaculty of Mathematics and Physics, Charles University, V Holešovičkách 2, 180 00 Praha, Czech RepublicMore by Aurelio Gallardo
- Anaïs MairenaAnaïs MairenaSurface Science and Coating Technologies, Empa, Swiss Federal Laboratories for Materials Science and Technology, Überlandstrasse 129, 8600 Dübendorf, SwitzerlandMore by Anaïs Mairena
- Miloš BaljozovićMiloš BaljozovićSurface Science and Coating Technologies, Empa, Swiss Federal Laboratories for Materials Science and Technology, Überlandstrasse 129, 8600 Dübendorf, SwitzerlandMore by Miloš Baljozović
- Aleš CahlíkAleš CahlíkInstitute of Physics of the Czech Academy of Sciences, Cukrovarnická 10, 162 00 Praha 6, Czech RepublicFaculty of Nuclear Sciences and Physical Engineering, Czech Technical University in Prague, Břehová 78/7, 115 19 Praha 1, Czech RepublicMore by Aleš Cahlík
- Andrej AntalíkAndrej AntalíkJ. Heyrovský Institute of Physical Chemistry, Academy of Sciences of the Czech Republic, v.v.i. Dolejškova 3, 18223 Praha 8, Czech RepublicMore by Andrej Antalík
- Jiří BrabecJiří BrabecJ. Heyrovský Institute of Physical Chemistry, Academy of Sciences of the Czech Republic, v.v.i. Dolejškova 3, 18223 Praha 8, Czech RepublicMore by Jiří Brabec
- Libor VeisLibor VeisJ. Heyrovský Institute of Physical Chemistry, Academy of Sciences of the Czech Republic, v.v.i. Dolejškova 3, 18223 Praha 8, Czech RepublicMore by Libor Veis
- Dana NachtigallováDana NachtigallováInstitute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, v.v.i., Flemingovo nam. 2, 16610 Praha 6, Czech RepublicMore by Dana Nachtigallová
- Pavel JelínekPavel JelínekInstitute of Physics of the Czech Academy of Sciences, Cukrovarnická 10, 162 00 Praha 6, Czech RepublicMore by Pavel Jelínek
- Karl-Heinz Ernst*Karl-Heinz Ernst*E-mail: [email protected]Surface Science and Coating Technologies, Empa, Swiss Federal Laboratories for Materials Science and Technology, Überlandstrasse 129, 8600 Dübendorf, SwitzerlandInstitute of Physics of the Czech Academy of Sciences, Cukrovarnická 10, 162 00 Praha 6, Czech RepublicInstitute of Physics of the Czech Academy of Sciences, Cukrovarnická 10, 162 00 Praha 6, Czech RepublicMore by Karl-Heinz Ernst
Abstract
Functionalization of surfaces with derivatives of Buckminsterfullerene fragment molecules seems to be a promising approach toward bottom-up fabrication of carbon nanotube modified electrode surfaces. The modification of a Cu(100) surface with molecules of the buckybowl pentaindenocorannulene has been studied by means of scanning tunneling microscopy, carbon monoxide-modified noncontact atomic force microscopy, time-of-flight secondary mass spectrometry, and quantum chemical calculations. Two different adsorbate modes are identified, in which the majority is oriented such that the bowl cavity points away from the surface and the convex side is partially immersed into a four-atom vacancy in the Cu(100) surface. A minority is oriented such that the convex side points away from the surface with the five benzo tabs oriented basically parallel to the surface. Thermal annealing leads to hydrogenation and planarization of the molecules in two steps under specific C–C bond cleavage. The benzo tabs of the convex side up species serve as a hydrogen source. The final product has an open-shell electron structure that is quenched on the surface.
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