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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...

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Autores principales: Au‐Yeung, Kwan Ho, Kühne, Tim, Becker, Daniel, Richter, Marcus, Ryndyk, Dmitry A., Cuniberti, Gianaurelio, Heine, Thomas, Feng, Xinliang, Moresco, Francesca
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
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.
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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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