On-surface strain-driven synthesis of nonalternant non-benzenoid aromatic compounds containing four- to eight-membered rings

0549095 - FZÚ 2022 RIV US eng J - Článek v odborném periodiku
Mallada Faes, Benjamin Jose - De La Torre Cerdeño, Bruno - Mendieta Moreno, Jesús Ignacio - Nachtigallová, Dana - Matěj, Adam - Matoušek, Mikuláš - Mutombo, Pingo - Brabec, Jiří - Veis, Libor - Cadart, T. - Kotora, M. - Jelínek, Pavel
On-surface strain-driven synthesis of nonalternant non-benzenoid aromatic compounds containing four- to eight-membered rings.
Journal of the American Chemical Society. Roč. 143, č. 36 (2021), s. 14694-14702. ISSN 0002-7863. E-ISSN 1520-5126
Grant CEP: GA ČR(CZ) GX20-13692X; GA MŠMT LM2018110; GA ČR(CZ) GX19-27454X; GA ČR(CZ) GJ18-18940Y
Grant ostatní: AV ČR(CZ) AP1601
Program: Akademická prémie - Praemium Academiae
Institucionální podpora: RVO:68378271 ; RVO:61388963 ; RVO:61388955
Klíčová slova: nc-AFM * on surface chemistry * nonalternant * non-benzenoid * aromatic * DMRG * STM
Obor OECD: Physical chemistry; Physical chemistry (UOCHB-X); Physical chemistry (UFCH-W)
Impakt faktor: 16.383, rok: 2021
Způsob publikování: Omezený přístup
https://doi.org/10.1021/jacs.1c06168

Herein, we present a novel route, employing on-surface chemistry, to synthesize nonalternant polycyclic aromatic hydrocarbons containing up to four distinct kinds of non-benzenoid rings. We show that the surface-induced mechanical constraints imposed on strained helical reactants play a decisive role leading to the formation of products, energetically unfavorable in solution, with a peculiar ring current stabilizing the aromatic character of the π-conjugated system. Determination of the chemical and electronic structures of the most frequent product reveals its closed-shell character and low band gap.
Trvalý link: http://hdl.handle.net/11104/0325117