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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...

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Detalles Bibliográficos
Autores principales: Schulz, Fabian, García, Fátima, Kaiser, Katharina, Pérez, Dolores, Guitián, Enrique, Gross, Leo, Peña, Diego
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
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.
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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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