Generating antiaromaticity in polycyclic conjugated hydrocarbons by thermally selective skeletal rearrangements at interfaces

0575505 - FZÚ 2024 RIV GB eng J - Journal Article
Pérez-Elvira, E. - Barragán, A. - Chen, Qifan - Soler Polo, Diego Manuel - Sánchez Grande, Ana - Vicent, J.D. - Lauwaet, K. - Santos, J. - Mutombo, Pingo - Mendieta Moreno, Jesús Ignacio - de la Torre, B. - Gallego, J. M. - Miranda, R. - Martín, N. - Jelínek, Pavel - Urgel, J. I. - Écija, D.
Generating antiaromaticity in polycyclic conjugated hydrocarbons by thermally selective skeletal rearrangements at interfaces.
Nature Synthesis. Roč. 2, č. 12 (2023), s. 1159-1170. ISSN 2731-0582
R&D Projects: GA ČR(CZ) GX20-13692X
Research Infrastructure: e-INFRA CZ - 90140; CzechNanoLab II - 90251
Institutional support: RVO:68378271
Keywords : on-surface synthesis * DFT * SPM
OECD category: Condensed matter physics (including formerly solid state physics, supercond.)
Method of publishing: Limited access
https://doi.org/10.1038/s44160-023-00390-8

Antiaromatic polycyclic conjugated hydrocarbons (PCHs) are attractive research targets because of their interesting structural, electronic and magnetic properties. Unlike aromatic compounds, the synthesis of antiaromatic PCHs is challenging because of their high reactivity and lack of stability, which stems from the small energy gap between their highest occupied and lowest unoccupied molecular orbitals. Here we describe a strategy for the introduction of antiaromatic units in PCHs via thermally selective intra- and intermolecular ring-rearrangement reactions of dibromomethylene-functionalized molecular precursors upon sublimation on a hot Au(111) metal surface, not available in solution chemistry.
Permanent Link: https://hdl.handle.net/11104/0348482