On-surface hydrogenation of buckybowls: from curved aromatic molecules to planar non-Kekulé aromatic hydrocarbons

0539682 - FZÚ 2021 RIV US eng J - Journal Article
Wäckerlin, Christian - Gallardo Caparrós, Aurelio Jesús - Mairena, A. - Baljozovic, M. - Cahlík, Aleš - Antalík, Andrej - Brabec, Jiří - Veis, Libor - Nachtigallová, Dana - Jelínek, Pavel - Ernst, Karl-Heinz
On-surface hydrogenation of buckybowls: from curved aromatic molecules to planar non-Kekulé aromatic hydrocarbons.
ACS Nano. Roč. 14, č. 12 (2020), s. 16735-16742. ISSN 1936-0851. E-ISSN 1936-086X
R&D Projects: GA MŠMT LM2018110; GA ČR(CZ) GJ18-18940Y; GA ČR(CZ) GA18-09914S
Grant - others:AV ČR(CZ) AP1601
Program: Akademická prémie - Praemium Academiae
Institutional support: RVO:68378271 ; RVO:61388955 ; RVO:61388963
Keywords : nc-AFM * Non-Kekulé aromatic hydrocarbons * DFT * on-surface chemistry
OECD category: Physical chemistry; Physical chemistry (UFCH-W); Physical chemistry (UOCHB-X)
Impact factor: 15.881, year: 2020
Method of publishing: Limited access
https://doi.org/10.1021/acsnano.0c04488

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.

Permanent Link: http://hdl.handle.net/11104/0317395