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Exploring a Route to Cyclic Acenes by On‐Surface Synthesis
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...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6618096/ https://www.ncbi.nlm.nih.gov/pubmed/31026104 http://dx.doi.org/10.1002/anie.201902784 |
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author | Schulz, Fabian García, Fátima Kaiser, Katharina Pérez, Dolores Guitián, Enrique Gross, Leo Peña, Diego |
author_facet | Schulz, Fabian García, Fátima Kaiser, Katharina Pérez, Dolores Guitián, Enrique Gross, Leo Peña, Diego |
author_sort | Schulz, Fabian |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-6618096 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-66180962019-07-22 Exploring a Route to Cyclic Acenes by On‐Surface Synthesis Schulz, Fabian García, Fátima Kaiser, Katharina Pérez, Dolores Guitián, Enrique Gross, Leo Peña, Diego Angew Chem Int Ed Engl Communications 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. John Wiley and Sons Inc. 2019-05-22 2019-07-01 /pmc/articles/PMC6618096/ /pubmed/31026104 http://dx.doi.org/10.1002/anie.201902784 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ 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. |
spellingShingle | Communications Schulz, Fabian García, Fátima Kaiser, Katharina Pérez, Dolores Guitián, Enrique Gross, Leo Peña, Diego Exploring a Route to Cyclic Acenes by On‐Surface Synthesis |
title | Exploring a Route to Cyclic Acenes by On‐Surface Synthesis |
title_full | Exploring a Route to Cyclic Acenes by On‐Surface Synthesis |
title_fullStr | Exploring a Route to Cyclic Acenes by On‐Surface Synthesis |
title_full_unstemmed | Exploring a Route to Cyclic Acenes by On‐Surface Synthesis |
title_short | Exploring a Route to Cyclic Acenes by On‐Surface Synthesis |
title_sort | exploring a route to cyclic acenes by on‐surface synthesis |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6618096/ https://www.ncbi.nlm.nih.gov/pubmed/31026104 http://dx.doi.org/10.1002/anie.201902784 |
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