Critical Role of Phenyl Substitution and Catalytic Substrate in the Surface-Assisted Polymerization of Dibromobianthracene Derivatives

Understanding the nature and hierarchy of on-surface reactions is a major challenge for designing coordination and covalent nanostructures by means of multistep synthetic routes. In particular, intermediates and final products are hard to predict since the reaction paths and their activation windows...

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Autores: Moreno, Cesar|||0000-0003-2682-211X, Panighel, Mirco|||0000-0001-8413-5196, Vilas Varela, Manuel, Sauthier, Guillaume|||0000-0003-3566-3878, Tenorio, María José|||0000-0002-0855-7968, Ceballos, Gustavo|||0000-0002-6713-7963, Peña, Diego|||0000-0003-3814-589X, Mugarza, Aitor|||0000-0002-2698-885X
Tipo de recurso: artículo
Fecha de publicación:2019
País:España
Institución:Universitat Autònoma de Barcelona
Repositorio:Dipòsit Digital de Documents de la UAB
Idioma:inglés
OAI Identifier:oai:ddd.uab.cat:222258
Acceso en línea:https://ddd.uab.cat/record/222258
https://dx.doi.org/urn:doi:10.1021/acs.chemmater.8b03094
Access Level:acceso abierto
Palabra clave:Catalytic metal surfaces
Catalytic substrates
Graphene nanoribbons
Metallic substrate
Molecular precursor
Phenyl substituents
Single precursors
Synthetic routes
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spelling Critical Role of Phenyl Substitution and Catalytic Substrate in the Surface-Assisted Polymerization of Dibromobianthracene DerivativesMoreno, Cesar|||0000-0003-2682-211XPanighel, Mirco|||0000-0001-8413-5196Vilas Varela, ManuelSauthier, Guillaume|||0000-0003-3566-3878Tenorio, María José|||0000-0002-0855-7968Ceballos, Gustavo|||0000-0002-6713-7963Peña, Diego|||0000-0003-3814-589XMugarza, Aitor|||0000-0002-2698-885XCatalytic metal surfacesCatalytic substratesGraphene nanoribbonsMetallic substrateMolecular precursorPhenyl substituentsSingle precursorsSynthetic routesUnderstanding the nature and hierarchy of on-surface reactions is a major challenge for designing coordination and covalent nanostructures by means of multistep synthetic routes. In particular, intermediates and final products are hard to predict since the reaction paths and their activation windows depend on the choice of both the molecular precursor design and the substrate. Here, we report a systematic study of the effect of the catalytic metal surface to reveal how a single precursor can give rise to very distinct polymers that range from coordination and covalent nonplanar polymer chains of distinct chirality to atomically precise graphene nanoribbons and nanoporous graphene. Our precursor consists on adding two phenyl substituents to 10,10'-dibromo-9,9'-bianthracene, a well-studied precursor in the on-surface synthesis of graphene nanoribbons. The critical role of the monomer design in the reaction paths is inferred from the fact that the phenyl substitution leads to very distinct products in each one of the studied metallic substrates. 22019-01-0120192019-01-01Articlehttp://purl.org/coar/resource_type/c_6501AMhttp://purl.org/coar/version/c_ab4af688f83e57aainfo:eu-repo/semantics/articleapplication/pdfhttps://ddd.uab.cat/record/222258https://dx.doi.org/urn:doi:10.1021/acs.chemmater.8b03094reponame:Dipòsit Digital de Documents de la UABinstname:Universitat Autònoma de BarcelonaInglésengEuropean Commission https://doi.org/10.13039/501100000780 600385Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 SEV-2013-0295Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 MAT2013-46593-C6-5-PAgencia Estatal de Investigación https://doi.org/10.13039/501100011033 MAT2016-78293-C6-2-RAgencia Estatal de Investigación https://doi.org/10.13039/501100011033 MAT2016-78293-C6-4-RMinisterio de Economía y Competitividad https://doi.org/10.13039/501100003329 MAT2013-46593-C6-2-PAgència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2014/SGR-715European Commission https://doi.org/10.13039/501100000780 610446open accesshttp://purl.org/coar/access_right/c_abf2Aquest material està protegit per drets d'autor i/o drets afins. Podeu utilitzar aquest material en funció del que permet la legislació de drets d'autor i drets afins d'aplicació al vostre cas. Per a d'altres usos heu d'obtenir permís del(s) titular(s) de drets.https://rightsstatements.org/vocab/InC/1.0/info:eu-repo/semantics/openAccessoai:ddd.uab.cat:2222582026-06-06T12:50:31Z
dc.title.none.fl_str_mv Critical Role of Phenyl Substitution and Catalytic Substrate in the Surface-Assisted Polymerization of Dibromobianthracene Derivatives
title Critical Role of Phenyl Substitution and Catalytic Substrate in the Surface-Assisted Polymerization of Dibromobianthracene Derivatives
spellingShingle Critical Role of Phenyl Substitution and Catalytic Substrate in the Surface-Assisted Polymerization of Dibromobianthracene Derivatives
Moreno, Cesar|||0000-0003-2682-211X
Catalytic metal surfaces
Catalytic substrates
Graphene nanoribbons
Metallic substrate
Molecular precursor
Phenyl substituents
Single precursors
Synthetic routes
title_short Critical Role of Phenyl Substitution and Catalytic Substrate in the Surface-Assisted Polymerization of Dibromobianthracene Derivatives
title_full Critical Role of Phenyl Substitution and Catalytic Substrate in the Surface-Assisted Polymerization of Dibromobianthracene Derivatives
title_fullStr Critical Role of Phenyl Substitution and Catalytic Substrate in the Surface-Assisted Polymerization of Dibromobianthracene Derivatives
title_full_unstemmed Critical Role of Phenyl Substitution and Catalytic Substrate in the Surface-Assisted Polymerization of Dibromobianthracene Derivatives
title_sort Critical Role of Phenyl Substitution and Catalytic Substrate in the Surface-Assisted Polymerization of Dibromobianthracene Derivatives
dc.creator.none.fl_str_mv Moreno, Cesar|||0000-0003-2682-211X
Panighel, Mirco|||0000-0001-8413-5196
Vilas Varela, Manuel
Sauthier, Guillaume|||0000-0003-3566-3878
Tenorio, María José|||0000-0002-0855-7968
Ceballos, Gustavo|||0000-0002-6713-7963
Peña, Diego|||0000-0003-3814-589X
Mugarza, Aitor|||0000-0002-2698-885X
author Moreno, Cesar|||0000-0003-2682-211X
author_facet Moreno, Cesar|||0000-0003-2682-211X
Panighel, Mirco|||0000-0001-8413-5196
Vilas Varela, Manuel
Sauthier, Guillaume|||0000-0003-3566-3878
Tenorio, María José|||0000-0002-0855-7968
Ceballos, Gustavo|||0000-0002-6713-7963
Peña, Diego|||0000-0003-3814-589X
Mugarza, Aitor|||0000-0002-2698-885X
author_role author
author2 Panighel, Mirco|||0000-0001-8413-5196
Vilas Varela, Manuel
Sauthier, Guillaume|||0000-0003-3566-3878
Tenorio, María José|||0000-0002-0855-7968
Ceballos, Gustavo|||0000-0002-6713-7963
Peña, Diego|||0000-0003-3814-589X
Mugarza, Aitor|||0000-0002-2698-885X
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Catalytic metal surfaces
Catalytic substrates
Graphene nanoribbons
Metallic substrate
Molecular precursor
Phenyl substituents
Single precursors
Synthetic routes
topic Catalytic metal surfaces
Catalytic substrates
Graphene nanoribbons
Metallic substrate
Molecular precursor
Phenyl substituents
Single precursors
Synthetic routes
description Understanding the nature and hierarchy of on-surface reactions is a major challenge for designing coordination and covalent nanostructures by means of multistep synthetic routes. In particular, intermediates and final products are hard to predict since the reaction paths and their activation windows depend on the choice of both the molecular precursor design and the substrate. Here, we report a systematic study of the effect of the catalytic metal surface to reveal how a single precursor can give rise to very distinct polymers that range from coordination and covalent nonplanar polymer chains of distinct chirality to atomically precise graphene nanoribbons and nanoporous graphene. Our precursor consists on adding two phenyl substituents to 10,10'-dibromo-9,9'-bianthracene, a well-studied precursor in the on-surface synthesis of graphene nanoribbons. The critical role of the monomer design in the reaction paths is inferred from the fact that the phenyl substitution leads to very distinct products in each one of the studied metallic substrates.
publishDate 2019
dc.date.none.fl_str_mv 2
2019-01-01
2019
2019-01-01
dc.type.none.fl_str_mv Article
http://purl.org/coar/resource_type/c_6501
AM
http://purl.org/coar/version/c_ab4af688f83e57aa
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://ddd.uab.cat/record/222258
https://dx.doi.org/urn:doi:10.1021/acs.chemmater.8b03094
url https://ddd.uab.cat/record/222258
https://dx.doi.org/urn:doi:10.1021/acs.chemmater.8b03094
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv European Commission https://doi.org/10.13039/501100000780 600385
Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 SEV-2013-0295
Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 MAT2013-46593-C6-5-P
Agencia Estatal de Investigación https://doi.org/10.13039/501100011033 MAT2016-78293-C6-2-R
Agencia Estatal de Investigación https://doi.org/10.13039/501100011033 MAT2016-78293-C6-4-R
Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 MAT2013-46593-C6-2-P
Agència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2014/SGR-715
European Commission https://doi.org/10.13039/501100000780 610446
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
https://rightsstatements.org/vocab/InC/1.0/
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
https://rightsstatements.org/vocab/InC/1.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:Dipòsit Digital de Documents de la UAB
instname:Universitat Autònoma de Barcelona
instname_str Universitat Autònoma de Barcelona
reponame_str Dipòsit Digital de Documents de la UAB
collection Dipòsit Digital de Documents de la UAB
repository.name.fl_str_mv
repository.mail.fl_str_mv
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