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  • Ullmann-type coupling of brominated tetrathienoanthracene on crystalline copper and silver

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    Author(s)
    Gutzler, Rico
    Cardenas, Luis
    Lipton-Duffin, Josh
    El Garah, Mohamed
    Dinca, Laurentiu E
    Szakacs, Csaba E
    Fu, Chaoying
    Gallagher, Mark
    Vondracek, Martin
    Rybachuk, Maksym
    Perepichka, Dmitrii F
    Rosei, Federico
    Griffith University Author(s)
    Rybachuk, Maksym
    Year published
    2014
    Metadata
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    Abstract
    We report the synthesis of extended two-dimensional organic networks on Cu(111), Ag(111), Cu(110), and Ag(110) from thiophene-based molecules. A combination of scanning tunnelling microscopy and X-ray photoemission spectroscopy yields insight into the reaction pathways from single molecules towards the formation of two-dimensional organometallic and polymeric structures via Ullmann reaction dehalogenation and C-C coupling. The thermal stability of the molecular networks is probed by annealing at elevated temperatures of up to 500 î On Cu(111) only organometallic structures are formed, while on Ag(111) both organometallic and ...
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    We report the synthesis of extended two-dimensional organic networks on Cu(111), Ag(111), Cu(110), and Ag(110) from thiophene-based molecules. A combination of scanning tunnelling microscopy and X-ray photoemission spectroscopy yields insight into the reaction pathways from single molecules towards the formation of two-dimensional organometallic and polymeric structures via Ullmann reaction dehalogenation and C-C coupling. The thermal stability of the molecular networks is probed by annealing at elevated temperatures of up to 500 î On Cu(111) only organometallic structures are formed, while on Ag(111) both organometallic and covalent polymeric networks were found to coexist. The ratio between organometallic and covalent bonds could be controlled by means of the annealing temperature. The thiophene moieties start degrading at 200 àon the copper surface, whereas on silver the degradation process becomes significant only at 400 î Our work reveals how the interplay of a specific surface type and temperature steers the formation of organometallic and polymeric networks and describes how these factors influence the structural integrity of two-dimensional organic networks.
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    Journal Title
    Nanoscale
    Volume
    6
    DOI
    https://doi.org/10.1039/C3NR05710K
    Copyright Statement
    © 2014 Royal Society of Chemistry. This is the author-manuscript version of this paper. Reproduced in accordance with the copyright policy of the publisher. Please refer to the journal website for access to the definitive, published version.
    Subject
    Physical sciences
    Chemical sciences
    Publication URI
    http://hdl.handle.net/10072/62405
    Collection
    • Journal articles

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