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On‐Surface Formation of Cyano‐Vinylene Linked Chains by Knoevenagel Condensation
The rapid development of on‐surface synthesis provides a unique approach toward the formation of carbon‐based nanostructures with designed properties. Herein, we present the on‐surface formation of CN‐substituted phenylene vinylene chains on the Au(111) surface, thermally induced by annealing the su...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9298206/ https://www.ncbi.nlm.nih.gov/pubmed/34652042 http://dx.doi.org/10.1002/chem.202103094 |
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author | Au‐Yeung, Kwan Ho Kühne, Tim Becker, Daniel Richter, Marcus Ryndyk, Dmitry A. Cuniberti, Gianaurelio Heine, Thomas Feng, Xinliang Moresco, Francesca |
author_facet | Au‐Yeung, Kwan Ho Kühne, Tim Becker, Daniel Richter, Marcus Ryndyk, Dmitry A. Cuniberti, Gianaurelio Heine, Thomas Feng, Xinliang Moresco, Francesca |
author_sort | Au‐Yeung, Kwan Ho |
collection | PubMed |
description | The rapid development of on‐surface synthesis provides a unique approach toward the formation of carbon‐based nanostructures with designed properties. Herein, we present the on‐surface formation of CN‐substituted phenylene vinylene chains on the Au(111) surface, thermally induced by annealing the substrate stepwise at temperatures between 220 °C and 240 °C. The reaction is investigated by scanning tunneling microscopy and density functional theory. Supported by the calculated reaction pathway, we assign the observed chain formation to a Knoevenagel condensation between an aldehyde and a methylene nitrile substituent. |
format | Online Article Text |
id | pubmed-9298206 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-92982062022-07-21 On‐Surface Formation of Cyano‐Vinylene Linked Chains by Knoevenagel Condensation Au‐Yeung, Kwan Ho Kühne, Tim Becker, Daniel Richter, Marcus Ryndyk, Dmitry A. Cuniberti, Gianaurelio Heine, Thomas Feng, Xinliang Moresco, Francesca Chemistry Communications The rapid development of on‐surface synthesis provides a unique approach toward the formation of carbon‐based nanostructures with designed properties. Herein, we present the on‐surface formation of CN‐substituted phenylene vinylene chains on the Au(111) surface, thermally induced by annealing the substrate stepwise at temperatures between 220 °C and 240 °C. The reaction is investigated by scanning tunneling microscopy and density functional theory. Supported by the calculated reaction pathway, we assign the observed chain formation to a Knoevenagel condensation between an aldehyde and a methylene nitrile substituent. John Wiley and Sons Inc. 2021-10-21 2021-12-09 /pmc/articles/PMC9298206/ /pubmed/34652042 http://dx.doi.org/10.1002/chem.202103094 Text en © 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Communications Au‐Yeung, Kwan Ho Kühne, Tim Becker, Daniel Richter, Marcus Ryndyk, Dmitry A. Cuniberti, Gianaurelio Heine, Thomas Feng, Xinliang Moresco, Francesca On‐Surface Formation of Cyano‐Vinylene Linked Chains by Knoevenagel Condensation |
title | On‐Surface Formation of Cyano‐Vinylene Linked Chains by Knoevenagel Condensation |
title_full | On‐Surface Formation of Cyano‐Vinylene Linked Chains by Knoevenagel Condensation |
title_fullStr | On‐Surface Formation of Cyano‐Vinylene Linked Chains by Knoevenagel Condensation |
title_full_unstemmed | On‐Surface Formation of Cyano‐Vinylene Linked Chains by Knoevenagel Condensation |
title_short | On‐Surface Formation of Cyano‐Vinylene Linked Chains by Knoevenagel Condensation |
title_sort | on‐surface formation of cyano‐vinylene linked chains by knoevenagel condensation |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9298206/ https://www.ncbi.nlm.nih.gov/pubmed/34652042 http://dx.doi.org/10.1002/chem.202103094 |
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