On-surface synthesis and intermolecular cycloadditions of indacenoditetracenes, antiaromatic analogues of undecacene
Autor: | Rafal Zuzak, Antonio M. Echavarren, Rémi Blieck, Otilia Stoica, Szymon Godlewski |
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Jazyk: | angličtina |
Rok vydání: | 2021 |
Předmět: |
Nanostructure
Materials science antiaromatics General Physics and Astronomy 010402 general chemistry 01 natural sciences Adduct cycloadditions Pentacene chemistry.chemical_compound cyclodehydrogenation indacenoditetracene General Materials Science on-surface synthesis Fusion 010405 organic chemistry Intermolecular force General Engineering Rational design Cycloaddition 0104 chemical sciences 3. Good health Crystallography chemistry Antiaromaticity |
Zdroj: | RECERCAT (Dipòsit de la Recerca de Catalunya) Recercat. Dipósit de la Recerca de Catalunya instname Recercat: Dipósit de la Recerca de Catalunya Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya) |
Popis: | 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. |
Databáze: | OpenAIRE |
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