On-Surface Synthesis and Intermolecular Cycloadditions of Indacenoditetracenes, Antiaromatic Analogues of Undecacene

The formation of s-indaceno[1,2-b:5,6-b′]ditetracene and as-indaceno[2,3-b:6,7-b′]ditetracene containing indenofluorene cores from a common precursor has been achieved by a dehydrogenative surface-assisted cyclization on Au(111) and confirmed by bond-resolved non-contact atomic force microscopy. On-...

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Detalles Bibliográficos
Autores: Zuzak, Rafal, Stoica, Otilia, Blieck, Rémi, Echavarren, Antonio M., Godlewski, Szymon
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2020
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:2072/447788
Acceso en línea:http://hdl.handle.net/2072/447788
https://doi.org/10.1021/acsnano.0c08995
Access Level:acceso abierto
Palabra clave:54
Descripción
Sumario:The formation of s-indaceno[1,2-b:5,6-b′]ditetracene and as-indaceno[2,3-b:6,7-b′]ditetracene containing indenofluorene cores from a common precursor has been achieved by a dehydrogenative surface-assisted cyclization on Au(111) and confirmed by bond-resolved non-contact atomic force microscopy. On-surface generated as-indaceno[2,3-b:6,7-b′]ditetracenes undergo fusion, which leads to T-shaped adducts by an intermolecular cycloaddition. The same type of cycloaddition, which has no parallel in solution chemistry, has been observed between as-indaceno[2,3-b:6,7-b′]ditetracene and pentacene or octacene. These examples of surface-assisted cycloaddition provide perspectives for the rational design and synthesis of molecular nanostructures.