Title: | Exploring a route to cyclic acenes by on-surface synthesis
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Author: | Schulz, Fabian
García Melo, Fátima
Kaisser, Katharina
Pérez Meirás, María Dolores
Guitián Rivera, Enrique Carlos
Gross, Leo
Peña Gil, Diego
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Affiliation: | Universidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares Universidade de Santiago de Compostela. Departamento de Química Orgánica
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Subject: | Atomic force microscopy | Arynes | Carbon nanobelts | Cyclacenes | Cycloadditions | Scanning tunneling microscopy | |
Date of Issue: | 2019
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Publisher: | Willey
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Citation: | F. Schulz, F. García, K. Kaiser, D. Pérez, E. Guitián, L. Gross, D. Peña, Angew. Chem. Int. Ed. 2019, 58, 9038
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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
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DOI: | 10.1002/anie.201902784 |
ISSN: | 1433-7851
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E-ISSN: | 1521-3773
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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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