Regensburg 2019 – wissenschaftliches Programm

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O: Fachverband Oberflächenphysik

O 5: Nanostructures at Surfaces I: Organics

O 5.9: Vortrag

Montag, 1. April 2019, 12:30–12:45, H15

Self-assembled monolayers of molecular spoked wheels: Scanning tunneling microscopy — •Tristan J. Keller, Christopher Sterzenbach, Joshua Bahr, Taria Schneiders, Sigurd Höger, and Stefan-Sven Jester — Kekulé-Institut für Organische Chemie und Biochemie der Universität Bonn, Bonn, Deutschland

Imaging and modeling of shape persistent molecules is of great interest for 2D crystal engineering. In particular, the predictability of nanopatterns related to the molecular design and substitution pattern is a challenge. Here we report on the 2D supramolecular self-assembly of phenylene based molecular spoked wheels (MSWs). Scanning tunneling microscopy of monolayers of MSWs at the solid/liquid interfaces of highly oriented pyrolytic graphite (HOPG) and octanoic acid (OA) yields a submolecularly resolved insight into the adsorbate patterns. MSWs offer the unique opportunity to study truly shape-persistent macrocylces of well-defined geometry and symmetry. In particular MSWs with threefold rotational symmetry, and without any rotational symmetry could be investigated. Flexible alkoxy chains were used to stabilize the network formation on HOPG. The research aims at a detailed understanding of on-surface chirality of these compounds and superstructures, and more importantly on how the symmetry of the molecule influences the 2D crystal. [1] A. Idelson, C. Sterzenbach, S.-S. Jester, C. Tschierske, U. Baumeister, S. Höger, J. Am. Chem. Soc. 2017, 139, 4429-4434. [2] R. May, S.-S. Jester, S. Höger, J. Am Chem. Soc. 2014, 136, 16732-16635. [3] S.-S. Jester, V. Aggarwal, D. Kalle, Beilstein J. Org. Chem. 2014, 10, 2783-2788.