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Thermal selectivity of intermolecular versus intramolecular reactions on surfaces
IMDEA Nanoscience, c/Faraday 9, Cantoblanco,Madrid, Spain.
Institute of Chemical Research of Catalonia, Barcelona Institute of Science and Technology, Avinguda Pa¨ısos Catalans 16, Tarragona, Spain.
Linköping University, Department of Physics, Chemistry and Biology, Theoretical Chemistry. Linköping University, Faculty of Science & Engineering.ORCID iD: 0000-0002-1345-0006
IMDEA Nanoscience, c/Faraday 9, Cantoblanco,Madrid, Spain..
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2016 (English)In: Nature Communications, ISSN 2041-1723, E-ISSN 2041-1723, Vol. 7, no 11002Article in journal (Refereed) Published
Abstract [en]

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.

Place, publisher, year, edition, pages
Nature Publishing Group, 2016. Vol. 7, no 11002
National Category
Physical Chemistry Theoretical Chemistry Condensed Matter Physics
URN: urn:nbn:se:liu:diva-126116DOI: 10.1038/ncomms11002ISI: 000372020400001PubMedID: 26964764OAI: diva2:911962

Funding agencies: EU (ERC) [279313]; EU (EC) [631396]; EU (FEDER) [CTQ2014-56295-R]; Spanish Ministerio de Economia y Competitividad (MINECO) [CTQ2014-56295-R, RYC-2012-11133, RYC-2012-11231, CTQ2014-52974-REDC, SEV-2013-0319]; Comunidad de Madrid (project MAD2D); Generali

Available from: 2016-03-15 Created: 2016-03-15 Last updated: 2016-04-13

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