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Título: | Thermal selectivity of intermolecular versus intramolecular reactions on surfaces |
Autor: | Cirera, Borja; Giménez-Agulló, Nelson; Björk, Jonas; Martínez-Peña, Francisco; Martín-Jiménez, Alberto; Rodríguez-Fernández, Jonathan CSIC ORCID; Pizarro, Ana M.; Otero, Roberto; Gallego, José M. CSIC ORCID; Ballester, Pablo; Galán-Mascarós, José Ramón; Écija, David | Fecha de publicación: | 11-mar-2016 | Editor: | Springer Nature | Citación: | Nature Communications 7: 11002 (2016) | Resumen: | On-surface synthesis is a promising strategy for engineering heteroatomic covalent nanoarchitectures with prospects in electronics, optoelectronics and photovoltaics. Here we report the thermal tunability of reaction pathways of a molecular precursor in order to select intramolecular versus intermolecular reactions, yielding monomeric or polymeric phthalocyanine derivatives, respectively. Deposition of tetra-aza-porphyrin species bearing ethyl termini on Au(111) held at room temperature results in a close-packed assembly. Upon annealing from room temperature to 275 °C, the molecular precursors undergo a series of covalent reactions via their ethyl termini, giving rise to phthalocyanine tapes. However, deposition of the tetra-aza-porphyrin derivatives on Au(111) held at 300 °C results in the formation and self-assembly of monomeric phthalocyanines. A systematic scanning tunnelling microscopy study of reaction intermediates, combined with density functional calculations, suggests a [2+2] cycloaddition as responsible for the initial linkage between molecular precursors, whereas the monomeric reaction is rationalized as an electrocyclic ring closure. | Versión del editor: | https://doi.org/10.1038/ncomms11002 | URI: | http://hdl.handle.net/10261/186686 | DOI: | 10.1038/ncomms11002 | Identificadores: | doi: 10.1038/ncomms11002 e-issn: 2041-1723 |
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thermal_selectivity_intermolecular_intramolecular_reactions_surfaces.pdf | 1,32 MB | Adobe PDF | Visualizar/Abrir |
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