Dresden 2017 – wissenschaftliches Programm
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O: Fachverband Oberflächenphysik
O 51: Nanostructures at Surfaces: 1D and 2D Structures and Networks
O 51.23: Poster
Dienstag, 21. März 2017, 18:30–20:30, P1C
Halogen bonding in molecular self-assemblies of functionalized triphenylamines on Au(111) and Ag(111) — •Sachin Raj Menon1, Christian Steiner1, Tim Sander1, Natalie Hammer2, Milan Kivala2, and Sabine Maier1 — 1Department of Physics, Friedrich-Alexander University Erlangen-Nürnberg, Erlangen, Germany — 2Chair of Organic Chemistry I, Department of Chemistry and Pharmacy, Friedrich-Alexander University Erlangen-Nürnberg, Erlangen, Germany
Halogen-substituted molecules are frequently used as precursors in the on-surface synthesis of carbon-based molecular architectures. It is therefore important to understand how they self-assemble on metal surfaces, because it might affect the structure of the covalent reaction products. Halogen bonds are comparatively weak and often compete with other interactions such as hydrogen bonds.
Herein, we report on the self-assembly of halogen-substituted, carbonyl-bridged triphenylamines on Au(111) and Ag(111) by high-resolution scanning tunneling microscopy at low temperatures. We studied the binding motifs of various triphenylamine networks that result from competing halogen bonding and hydrogen bonding interactions. In addition, we discuss the influence of the molecule-substrate interactions on the self-assembly as well as the strength of the sigma-hole bonding by comparing chlorine and iodine substituted moieties.