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: Castro Esteban, Jesús, Albrecht, Florian, Fatayer, Shadi, Pérez Meirás, María Dolores, Gross, Leo, Peña Gil, Diego
Tipo de recurso: artículo
Fecha de publicación:2021
País:España
Institución:Universidad de Santiago de Compostela (USC)
Repositorio:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
Idioma:inglés
OAI Identifier:oai:minerva.usc.gal:10347/29052
Acceso en línea:http://hdl.handle.net/10347/29052
Access Level:acceso abierto
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spelling An on-surface Diels–Alder reactionCastro Esteban, JesúsAlbrecht, FlorianFatayer, ShadiPérez Meirás, María DoloresGross, LeoPeña Gil, DiegoThe 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 fieldWileyUniversidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais MolecularesUniversidade de Santiago de Compostela. Departamento de Química Orgánica20212021-01-0120212021-01-01journal articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10347/29052reponame:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostelainstname:Universidad de Santiago de Compostela (USC)InglésengAgencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020 PCI2019-111933-2European Commission http://dx.doi.org/10.13039/501100000780 Horizon 2020 Framework Programme 863098European Commission http://dx.doi.org/10.13039/501100000780 Horizon 2020 Framework Programme 682144Agencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020 PID2019-107338RB-C62 SINTESIS EN DISOLUCION PARA SISTEMAS MOLECULARES FUNCIONALESAgencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020 PID2019-110037GB-I00open accesshttp://purl.org/coar/access_right/c_abf2©2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution Non-Commercial NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is noncommercial and no modifications or adaptations are madehttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessoai:minerva.usc.gal:10347/290522026-06-15T12:47:27Z
dc.title.none.fl_str_mv An on-surface Diels–Alder reaction
title An on-surface Diels–Alder reaction
spellingShingle An on-surface Diels–Alder reaction
Castro Esteban, Jesús
title_short 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_sort An on-surface Diels–Alder reaction
dc.creator.none.fl_str_mv Castro Esteban, Jesús
Albrecht, Florian
Fatayer, Shadi
Pérez Meirás, María Dolores
Gross, Leo
Peña Gil, Diego
author Castro Esteban, Jesús
author_facet Castro Esteban, Jesús
Albrecht, Florian
Fatayer, Shadi
Pérez Meirás, María Dolores
Gross, Leo
Peña Gil, Diego
author_role author
author2 Albrecht, Florian
Fatayer, Shadi
Pérez Meirás, María Dolores
Gross, Leo
Peña Gil, Diego
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares
Universidade de Santiago de Compostela. Departamento de Química Orgánica
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
publishDate 2021
dc.date.none.fl_str_mv 2021
2021-01-01
2021
2021-01-01
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10347/29052
url http://hdl.handle.net/10347/29052
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv Agencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020 PCI2019-111933-2
European Commission http://dx.doi.org/10.13039/501100000780 Horizon 2020 Framework Programme 863098
European Commission http://dx.doi.org/10.13039/501100000780 Horizon 2020 Framework Programme 682144
Agencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020 PID2019-107338RB-C62 SINTESIS EN DISOLUCION PARA SISTEMAS MOLECULARES FUNCIONALES
Agencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020 PID2019-110037GB-I00
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
http://creativecommons.org/licenses/by-nc-nd/4.0/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Wiley
publisher.none.fl_str_mv Wiley
dc.source.none.fl_str_mv reponame:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
instname:Universidad de Santiago de Compostela (USC)
instname_str Universidad de Santiago de Compostela (USC)
reponame_str Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
collection Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
repository.name.fl_str_mv
repository.mail.fl_str_mv
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