Building Pentagons into Graphenic Structures by On-Surface Polymerization and Aromatic Cyclodehydrogenation of Phenyl-Substituted Polycyclic Aromatic Hydrocarbons
Liu J, Dienel T, Liu J, Groening O, Cai J, Feng X, Muellen K, Ruffieux P, Fasel R (2016)
Publication Type: Journal article
Publication year: 2016
Journal
Book Volume: 120
Pages Range: 17588-17593
Journal Issue: 31
Abstract
Five-membered carbon rings play a crucial role in determining the geometric structures and electronic properties of carbon-based materials. However, incorporating five-membered rings into low-dimensional carbon nanomaterials with atomic precision is still a challenge. Here, we report on the on-surface synthesis of a one-dimensional conjugated polymer comprising fluoranthene subunits obtained by the surface-assisted aromatic cyclodehydrogenation of 1-phenylnaphthalene moieties within the precursor monomers. By using scanning tunneling microscopy (STM), we investigate the formation of the polymer by thermally induced dehalogenative aryl-aryl coupling and subsequent aromatic cyclodehydrogenation on a Au(111) substrate. The formed five-membered carbon rings are directly observed with atomic resolution by noncontact atomic force microscopy (nc-AFM). Our results show that carefully designed phenyl-substituted polycyclic aromatic hydrocarbons can be used for the rational fabrication of five-membered rings in the bottom-up synthesis of carbon-based nanomaterials and thus add a further tool to the emerging field of on-surface synthesis.
Involved external institutions
Eidgenössische Materialprüfungs- und Forschungsanstalt (Empa) / Swiss Federal Laboratories for Materials Science & Technology
Switzerland (CH)
Max-Planck-Institut für Polymerforschung (MPI-P) / Max Planck Institute for Polymer Research
Germany (DE)
Technische Universität Dresden
Germany (DE)
Switzerland (CH)
Max-Planck-Institut für Polymerforschung (MPI-P) / Max Planck Institute for Polymer Research
Germany (DE)
Technische Universität Dresden
Germany (DE)
How to cite
APA:
Liu, J., Dienel, T., Liu, J., Groening, O., Cai, J., Feng, X.,... Fasel, R. (2016). Building Pentagons into Graphenic Structures by On-Surface Polymerization and Aromatic Cyclodehydrogenation of Phenyl-Substituted Polycyclic Aromatic Hydrocarbons. Journal of Physical Chemistry C, 120(31), 17588-17593. https://doi.org/10.1021/acs.jpcc.6b05495
MLA:
Liu, Jia, et al. "Building Pentagons into Graphenic Structures by On-Surface Polymerization and Aromatic Cyclodehydrogenation of Phenyl-Substituted Polycyclic Aromatic Hydrocarbons." Journal of Physical Chemistry C 120.31 (2016): 17588-17593.
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