Exploring a route to cyclic acenes by on-surface synthesis
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| Title: | Exploring a route to cyclic acenes by on-surface synthesis |
| Author: | Schulz, Fabian García Melo, Fátima Kaisser, Katharina Pérez Meirás, María Dolores Guitián Rivera, Enrique Carlos Gross, Leo Peña Gil, Diego |
| Affiliation: | Universidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares Universidade de Santiago de Compostela. Departamento de Química Orgánica |
| Subject: | Atomic force microscopy | Arynes | Carbon nanobelts | Cyclacenes | Cycloadditions | Scanning tunneling microscopy | |
| Date of Issue: | 2019 |
| Publisher: | Willey |
| Citation: | F. Schulz, F. García, K. Kaiser, D. Pérez, E. Guitián, L. Gross, D. Peña, Angew. Chem. Int. Ed. 2019, 58, 9038 |
| Abstract: | A route to generate cyclacenes by on-surface synthesis is explored. We started by synthesizing two tetraepoxycyclacenes by sequences of Diels–Alder cycloadditions. Subsequently, these molecules were deposited onto Cu(111) and scanning-tunneling-microscopy(STM)-based atom manipulation was employed to dissociate the oxygen atoms. Atomic force microscopy (AFM) with CO-functionalized tips enabled the detailed characterization of the reaction products and revealed that, at most, two oxygens per molecule could be removed. Importantly, our experimental results suggest that the generation of cyclacenes by the described route might be possible for larger epoxycyclacenes |
| Publisher version: | https://doi.org/10.1002/anie.201902784 |
| URI: | http://hdl.handle.net/10347/21332 |
| DOI: | 10.1002/anie.201902784 |
| ISSN: | 1433-7851 |
| E-ISSN: | 1521-3773 |
| Rights: | © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made |
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Except where otherwise noted, this item's license is described as © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made