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Critical Role of Phenyl Substitution and Catalytic Substrate in the Surface-Assisted Polymerization of Dibromobianthracene Derivatives
Moreno, Cesar (Institut Català de Nanociència i Nanotecnologia)
Panighel, Mirco (Institut Català de Nanociència i Nanotecnologia)
Vilas Varela, Manuel (Universidade de Santiago de Compostela. Departamento de Química Orgánica)
Sauthier, Guillaume (Institut Català de Nanociència i Nanotecnologia)
Tenorio, María José (Institut Català de Nanociència i Nanotecnologia)
Ceballos, Gustavo (Institut Català de Nanociència i Nanotecnologia)
Peña, Diego (Universidade de Santiago de Compostela. Departamento de Química Orgánica)
Mugarza, Aitor (Institut Català de Nanociència i Nanotecnologia)

Date: 2019
Abstract: 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.
Grants: European Commission 600385
Ministerio de Economía y Competitividad SEV-2013-0295
Ministerio de Economía y Competitividad MAT2013-46593-C6-5-P
Agencia Estatal de Investigación MAT2016-78293-C6-2-R
Agencia Estatal de Investigación MAT2016-78293-C6-4-R
Ministerio de Economía y Competitividad MAT2013-46593-C6-2-P
Agència de Gestió d'Ajuts Universitaris i de Recerca 2014/SGR-715
European Commission 610446
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Language: Anglès
Document: Article ; recerca ; Versió acceptada per publicar
Subject: Catalytic metal surfaces ; Catalytic substrates ; Graphene nanoribbons ; Metallic substrate ; Molecular precursor ; Phenyl substituents ; Single precursors ; Synthetic routes
Published in: Chemistry of materials, Vol. 31, Issue 2 (January 2019) , p. 331-341, ISSN 1520-5002

DOI: 10.1021/acs.chemmater.8b03094


Postprint
28 p, 584.5 KB

The record appears in these collections:
Research literature > UAB research groups literature > Research Centres and Groups (research output) > Experimental sciences > Catalan Institute of Nanoscience and Nanotechnology (ICN2)
Articles > Research articles
Articles > Published articles

 Record created 2020-05-15, last modified 2025-12-29



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