An on‐surface Diels–Alder reaction

The Diels–Alder reaction is one of the most popular reactions in organic chemistry. However, its use in the field of on‐surface synthesis is hampered by the spatial restrictions of this cycloaddition reaction. Herein we selected a cyclic strained triyne to demonstrate an on‐surface hexadehydro‐Diels...

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Autores principales: Castro‐Esteban, Jesús, Albrecht, Florian, Fatayer, Shadi, Pérez, Dolores, Gross, Leo, Peña, Diego
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9298865/
https://www.ncbi.nlm.nih.gov/pubmed/34664770
http://dx.doi.org/10.1002/anie.202110311
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author Castro‐Esteban, Jesús
Albrecht, Florian
Fatayer, Shadi
Pérez, Dolores
Gross, Leo
Peña, Diego
author_facet Castro‐Esteban, Jesús
Albrecht, Florian
Fatayer, Shadi
Pérez, Dolores
Gross, Leo
Peña, Diego
author_sort Castro‐Esteban, Jesús
collection PubMed
description The Diels–Alder reaction is one of the most popular reactions in organic chemistry. However, its use in the field of on‐surface synthesis is hampered by the spatial restrictions of this cycloaddition reaction. Herein we selected a cyclic strained triyne to demonstrate an on‐surface hexadehydro‐Diels–Alder reaction in a single molecule. The reaction was studied in detail by means of atomic force microscopy (AFM) with CO‐functionalized tips. Our results pave the way to use this iconic pericyclic reaction for on‐surface synthesis, introducing the concept of atom economy in the field.
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spelling pubmed-92988652022-07-21 An on‐surface Diels–Alder reaction Castro‐Esteban, Jesús Albrecht, Florian Fatayer, Shadi Pérez, Dolores Gross, Leo Peña, Diego Angew Chem Int Ed Engl Communications The Diels–Alder reaction is one of the most popular reactions in organic chemistry. However, its use in the field of on‐surface synthesis is hampered by the spatial restrictions of this cycloaddition reaction. Herein we selected a cyclic strained triyne to demonstrate an on‐surface hexadehydro‐Diels–Alder reaction in a single molecule. The reaction was studied in detail by means of atomic force microscopy (AFM) with CO‐functionalized tips. Our results pave the way to use this iconic pericyclic reaction for on‐surface synthesis, introducing the concept of atom economy in the field. John Wiley and Sons Inc. 2021-11-10 2021-12-06 /pmc/articles/PMC9298865/ /pubmed/34664770 http://dx.doi.org/10.1002/anie.202110311 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 Communications
Castro‐Esteban, Jesús
Albrecht, Florian
Fatayer, Shadi
Pérez, Dolores
Gross, Leo
Peña, Diego
An on‐surface Diels–Alder reaction
title An on‐surface Diels–Alder reaction
title_full An on‐surface Diels–Alder reaction
title_fullStr An on‐surface Diels–Alder reaction
title_full_unstemmed An on‐surface Diels–Alder reaction
title_short An on‐surface Diels–Alder reaction
title_sort on‐surface diels–alder reaction
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9298865/
https://www.ncbi.nlm.nih.gov/pubmed/34664770
http://dx.doi.org/10.1002/anie.202110311
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