Mechanical Strain-Controlled Aromaticity in Cyclo[n]Carbons

Cyclocarbons have unique electronic and mechanical properties, but their extreme reactivity makes experimental studies and practical applications highly challenging. In this work, we use molecular modeling to investigate how mechanical strain, including uniaxial tension and radial contraction/expans...

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Detalles Bibliográficos
Autores: Stasyuk, O. A., Curutchet Barat, Carles E., Stasyuk, A. J.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2025
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/225867
Acceso en línea:https://hdl.handle.net/2445/225867
Access Level:acceso abierto
Palabra clave:Estructura química
Hidrocarburs aromàtics policíclics
Compostos aromàtics
Chemical structure
Polycyclic aromatic hydrocarbons
Aromatic compounds
Descripción
Sumario:Cyclocarbons have unique electronic and mechanical properties, but their extreme reactivity makes experimental studies and practical applications highly challenging. In this work, we use molecular modeling to investigate how mechanical strain, including uniaxial tension and radial contraction/expansion, affects the aromaticity of C<sub>16</sub> and C<sub>18</sub>cyclocarbons. Aromaticity was evaluated using magnetic (NICS, GIMIC) and electronic (π-EDDB, AV1245) indices to provide a comprehensive assessment. Our results show that uniaxial tension slightly reduces the (anti)aromaticity of both cyclocarbons, with C<sub>16</sub>becoming less antiaromatic and C<sub>18</sub> less aromatic. Radial expansion leads to almost complete loss of aromaticity, regardless of the initial electronic nature of the cyclocarbon. In turn, radial contraction appears to be an effective approach to enhance electronic delocalization in cyclocarbons, with a particularly notable effect for C<sub>18</sub>. One of the most significant findings is that an 8% radial contraction transforms moderately aromatic C<sub>18</sub>into a highly aromatic system with fully equalized bond lengths, offering a potential strategy for designing more stable cyclocarbon systems within mechanically strained architectures.