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On‐Surface Synthesis of a Dicationic Diazahexabenzocoronene Derivative on the Au(111) Surface

The atomically precise control over the size, shape and structure of nanographenes (NGs) or the introduction of heteroatom dopants into their sp(2)‐carbon lattice confer them valuable electronic, optical and magnetic properties. Herein, we report on the design and synthesis of a hexabenzocoronene de...

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Autores principales: Biswas, Kalyan, Urgel, José I., Xu, Kun, Ma, Ji, Sánchez‐Grande, Ana, Mutombo, Pingo, Gallardo, Aurelio, Lauwaet, Koen, Mallada, Benjamin, de la Torre, Bruno, Matěj, Adam, Gallego, José M., Miranda, Rodolfo, Jelínek, Pavel, Feng, Xinliang, Écija, David
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/PMC9298296/
https://www.ncbi.nlm.nih.gov/pubmed/34546628
http://dx.doi.org/10.1002/anie.202111863
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author Biswas, Kalyan
Urgel, José I.
Xu, Kun
Ma, Ji
Sánchez‐Grande, Ana
Mutombo, Pingo
Gallardo, Aurelio
Lauwaet, Koen
Mallada, Benjamin
de la Torre, Bruno
Matěj, Adam
Gallego, José M.
Miranda, Rodolfo
Jelínek, Pavel
Feng, Xinliang
Écija, David
author_facet Biswas, Kalyan
Urgel, José I.
Xu, Kun
Ma, Ji
Sánchez‐Grande, Ana
Mutombo, Pingo
Gallardo, Aurelio
Lauwaet, Koen
Mallada, Benjamin
de la Torre, Bruno
Matěj, Adam
Gallego, José M.
Miranda, Rodolfo
Jelínek, Pavel
Feng, Xinliang
Écija, David
author_sort Biswas, Kalyan
collection PubMed
description The atomically precise control over the size, shape and structure of nanographenes (NGs) or the introduction of heteroatom dopants into their sp(2)‐carbon lattice confer them valuable electronic, optical and magnetic properties. Herein, we report on the design and synthesis of a hexabenzocoronene derivative embedded with graphitic nitrogen in its honeycomb lattice, achieved via on‐surface assisted cyclodehydrogenation on the Au(111) surface. Combined scanning tunnelling microscopy/spectroscopy and non‐contact atomic force microscopy investigations unveil the chemical and electronic structures of the obtained dicationic NG. Kelvin probe force microscopy measurements reveal a considerable variation of the local contact potential difference toward lower values with respect to the gold surface, indicative of its positive net charge. Altogether, we introduce the concept of cationic nitrogen doping of NGs on surfaces, opening new avenues for the design of novel carbon nanostructures.
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spelling pubmed-92982962022-07-21 On‐Surface Synthesis of a Dicationic Diazahexabenzocoronene Derivative on the Au(111) Surface Biswas, Kalyan Urgel, José I. Xu, Kun Ma, Ji Sánchez‐Grande, Ana Mutombo, Pingo Gallardo, Aurelio Lauwaet, Koen Mallada, Benjamin de la Torre, Bruno Matěj, Adam Gallego, José M. Miranda, Rodolfo Jelínek, Pavel Feng, Xinliang Écija, David Angew Chem Int Ed Engl Research Articles The atomically precise control over the size, shape and structure of nanographenes (NGs) or the introduction of heteroatom dopants into their sp(2)‐carbon lattice confer them valuable electronic, optical and magnetic properties. Herein, we report on the design and synthesis of a hexabenzocoronene derivative embedded with graphitic nitrogen in its honeycomb lattice, achieved via on‐surface assisted cyclodehydrogenation on the Au(111) surface. Combined scanning tunnelling microscopy/spectroscopy and non‐contact atomic force microscopy investigations unveil the chemical and electronic structures of the obtained dicationic NG. Kelvin probe force microscopy measurements reveal a considerable variation of the local contact potential difference toward lower values with respect to the gold surface, indicative of its positive net charge. Altogether, we introduce the concept of cationic nitrogen doping of NGs on surfaces, opening new avenues for the design of novel carbon nanostructures. John Wiley and Sons Inc. 2021-10-21 2021-11-22 /pmc/articles/PMC9298296/ /pubmed/34546628 http://dx.doi.org/10.1002/anie.202111863 Text en © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://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 Research Articles
Biswas, Kalyan
Urgel, José I.
Xu, Kun
Ma, Ji
Sánchez‐Grande, Ana
Mutombo, Pingo
Gallardo, Aurelio
Lauwaet, Koen
Mallada, Benjamin
de la Torre, Bruno
Matěj, Adam
Gallego, José M.
Miranda, Rodolfo
Jelínek, Pavel
Feng, Xinliang
Écija, David
On‐Surface Synthesis of a Dicationic Diazahexabenzocoronene Derivative on the Au(111) Surface
title On‐Surface Synthesis of a Dicationic Diazahexabenzocoronene Derivative on the Au(111) Surface
title_full On‐Surface Synthesis of a Dicationic Diazahexabenzocoronene Derivative on the Au(111) Surface
title_fullStr On‐Surface Synthesis of a Dicationic Diazahexabenzocoronene Derivative on the Au(111) Surface
title_full_unstemmed On‐Surface Synthesis of a Dicationic Diazahexabenzocoronene Derivative on the Au(111) Surface
title_short On‐Surface Synthesis of a Dicationic Diazahexabenzocoronene Derivative on the Au(111) Surface
title_sort on‐surface synthesis of a dicationic diazahexabenzocoronene derivative on the au(111) surface
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9298296/
https://www.ncbi.nlm.nih.gov/pubmed/34546628
http://dx.doi.org/10.1002/anie.202111863
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