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O: Fachverband Oberflächenphysik
O 9: Surface Reactions
O 9.5: Vortrag
Montag, 17. März 2025, 11:30–11:45, H25
On-Surface Photoreactivity via Reactive Intermediates on a Metal Versus an Insulator — •Iheb Baklouti1, Julien F. Rowen2, Dave Austin3, Lilian N. Alsayed1, Talat S. Rahman3, Wolfram Sander2, and Karina Morgenstern1 — 1Ruhr-Universität Bochum, Chair of Physical Chemistry I, Bochum, Germany — 2Ruhr-Universität Bochum, Chair of Organic Chemistry II, Bochum, Germany — 3University of Central Florida, Department of Physics, Orlando, FL, USA
Organic azides play a pivotal role in click chemistry, serving as versatile precursors in synthesizing complex molecules across synthetic chemistry, pharmacology, materials science, and catalysis. Despite their importance, investigations into the surface reactivity of azides remain sparse. This study elucidates the behavior of 2-azidofluorene (2AF) on two distinct surfaces: metallic Ag(100) and ionic NaBr(100), under cryogenic conditions (7 K). Utilizing Infrared Reflection Absorption Spectroscopy (IRRAS) and Scanning Tunneling Microscopy (STM), reactions initiated by ultraviolet illumination are analyzed. Nitrene formation from 2AF is hindered by charge transfer interactions with Ag(100), emphasizing the need for low-interaction surfaces like NaBr(100). Illumination at 254 nm induces 2AF dissociation, forming 2-fluorenylnitrene. Subsequent exposure to 450 nm light leads to didehydroazepines, a process reversible under 405 nm. This study sheds light on azide surface-mediated dynamics and introduces a framework for investigating reactive intermediates in surface chemistry.
Keywords: Photochemical Reactions; Nitrene Compounds; Rearrangement Reactions; Scanning Tunneling Microscope; Infrared Reflection Absorption Spectroscopy