We report on the surface-catalyzed formal [2+2] and [2+2+2] cycloadditions of ortho-activated tetracene species on a Ag(111) substrate under ultrahigh vacuum conditions. Three different products are obtained: tetracene dimers, trimers, and tetramers. The former results from the formation of a four-membered ring while the other two arise from cyclization into six-membered rings. These on-surface reactions have been monitored by scanning tunneling microscopy and rationalized by density functional theory calculations. Our approach, based on the reaction of ortho-dihalo precursor monomers via formal cycloadditions, establishes an additional method for the highly active field of on-surface synthesis and enables the development of novel 1D and 2D covalent carbon nanostructures.
| Identifer | oai:union.ndltd.org:DRESDEN/oai:qucosa:de:qucosa:36575 |
| Date | 06 January 2020 |
| Creators | Sánchez-Sánchez, Carlos, Nicolaï, Adrien, Rossel, Frédéric, Cai, Jinming, Liu, Junzhi, Feng, Xinliang, Müllen, Klaus, Ruffieux, Pascal, Fasel, Roman, Meunier, Vincent |
| Publisher | ACS Publications |
| Source Sets | Hochschulschriftenserver (HSSS) der SLUB Dresden |
| Language | English |
| Detected Language | English |
| Type | info:eu-repo/semantics/publishedVersion, doc-type:article, info:eu-repo/semantics/article, doc-type:Text |
| Rights | info:eu-repo/semantics/openAccess |
| Relation | 1520-5126, 10.1021/jacs.7b10026, doi.org/10.1021/jacs.7b10026, info:eu-repo/grantAgreement/Europäischer Sozialfonds/Horizon2020/100270084//Graphenzentrum Dresden/GraphD |
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