Please use this identifier to cite or link to this item: https://hdl.handle.net/20.500.14365/1504
Title: Synthesis of Pyrene-Fused Pyrazaacenes on Metal Surfaces: Toward One-Dimensional Conjugated Nanostructures
Authors: Jiang, Li
Papageorgiou, Anthoula C.
Oh, Seung Cheol
Sağlam, Özge
Reichert, Joachim
Duncan, David A.
Zhang, Yi-Qi
Keywords: imine
Schiff base
cyclocondensation
STM
XPS
ultrahigh vacuum
Nitrogen-Doped Graphene
Scanning-Tunneling-Microscopy
Covalent Organic Frameworks
Azide-Alkyne Cycloaddition
X-Ray Spectroscopy
Ladder Polymers
Ultrahigh-Vacuum
Terminal Alkynes
Stm
Polymerization
Publisher: Amer Chemical Soc
Abstract: We investigated the synthesis of one-dimensional nanostructures via Schiff base (imine) formation on three close-packed coinage metal (Au, Ag, and Cu) surfaces under ultrahigh vacuum conditions. We demonstrate the feasibility of forming pyrene-fused pyrazaacene-based oligomers on the Ag(111) surface by thermal annealing of tetraketone and tetraamine molecules, which were designed to afford cyclocondensation products. Direct visualization by scanning tunneling microscopy of reactants, intermediates, and products with submolecular resolution and the analysis' of their statistical distribution in dependence of stoichiometry and annealing temperature together with the inspection of complementary X-ray photoelectron spectroscopy signatures provide unique insight in the reaction mechanism, its limitations, and the role of the supporting substrate. In contrast to the reaction on Ag(111), the reactants desorb from the Au(111) surface before reacting, whereas they decompose on the Cu(111) Surface during the relevant thermal treatment.
URI: https://doi.org/10.1021/acsnano.5b06340
https://hdl.handle.net/20.500.14365/1504
ISSN: 1936-0851
1936-086X
Appears in Collections:PubMed İndeksli Yayınlar Koleksiyonu / PubMed Indexed Publications Collection
Scopus İndeksli Yayınlar Koleksiyonu / Scopus Indexed Publications Collection
WoS İndeksli Yayınlar Koleksiyonu / WoS Indexed Publications Collection

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