RT Journal Article
T1 On-Surface Stepwise Double Dehydrogenation for the Formation of a para-Quinodimethane-Containing Undecacene Isomer
A1 Sarkar, Suchetana
A1 Álvarez, Berta
A1 Ho Au-Yeung, Kwan
A1 Cobas Martínez, Agustín
A1 Robles, Roberto
A1 Lorente, Nicolás
A1 Peña Gil, Diego
A1 Pérez Meirás, María Dolores
A1 Moresco, Francesca
K1 On-Surface Synthesis
K1 Undecacene isomer
K1 Para-quinodimethane moieties
AB The on-surface synthesis of an isomer of undecacene, bearing two four-membered rings and two para-quinodimethane moieties, starting from a tetramethyl-substituted diepoxy precursor, is presented. The transformation implies a thermal double deoxygenation followed by a stepwise double dehydrogenation reaction on the Au(111) surface, locally induced by inelastic tunneling electrons. This results in the transformation of para-dimethylbenzene moieties into non-aromatic para-quinodimethanes. The structures and electronic properties of the intermediate and final products are investigated at the single molecule level with high spatial resolution, using both scanning tunneling microscopy/spectroscopy and non-contact atomic force microscopy. The experimental results are supported by density functional theory calculations.
PB Wiley
YR 2024
FD 2024-07-20
LK https://hdl.handle.net/10347/37673
UL https://hdl.handle.net/10347/37673
LA eng
NO S. Sarkar, B. Álvarez, K. Ho Au-Yeung, A. Cobas, R. Robles, N. Lorente, D. Peña, D. Pérez, F. Moresco, Chem. Eur. J. 2024, 30, e202402297. https://doi.org/10.1002/chem.202402297
NO This work was funded by the DFG Project 432345501, the European Innovation Council (EIC) under the project ESiM (grant agreement No 101046364), grants PD2019–110037GB−I00, PID2021–127917NB−I00, PID2022–139933NB−I00 and PID2022–140845OB−C62 funded by MICIU/AEI/ 10.13039/501100011033, QUAN-000021–01 funded by the Gipuzkoa Provincial Council and IT-1527–22 funded by the Basque Government the European Union Horizon 2020 through FET-Open Project SPRING (Grant No. 863098) and ERC Synergy Grant MolDAM (951519), the Xunta de Galicia (Centro singular de investigación de Galicia accreditation 2019–2022, ED431G 2019/03 and Oportunius Program) and the European Union (European Regional Development Fund-ERDF). Support from German Research Foundation (DFG) by the Collaborative Research Centre (CRC) 1415 is also gratefully acknowledged. We thank Alexander Tahn from the cfaed Dresden Center for Nanoanalysis (DCN), for FIB operations on the AFM tip and its SEM images. The authors thank the Centro de Supercomputación de Galicia (CESGA) for generous allocation of computer time.
DS Minerva
RD 20 may 2026