Regensburg 2022 – wissenschaftliches Programm
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O: Fachverband Oberflächenphysik
O 29: Metal substrates 1
O 29.2: Vortrag
Dienstag, 6. September 2022, 10:45–11:00, S052
On-Surface Formation of Cyano-Vinylene Linked Chains by Knoevenagel Condensation — •Kwan Ho Au-Yeung1, Tim Kühne1, Dimitry A. Ryndyk3,4, Gianaurelio Cuniberti3, Thomas Heine4, Xinliang Feng2, and Francesca Moresco1 — 1Center for Advancing Electronics Dresden (cfaed), TU Dresden, 01062 Dresden (Germany) — 2Institute of Molecular Functional Materials, Faculty of Chemistry and Food Chemistry, TU Dresden, 01062 Dresden (Germany) — 3Institute for Materials Science, TU Dresden, 01062 Dresden (Germany) — 4Theoretical Chemistry, TU Dresden, 01062 Dresden (Germany)
The incorporation of C=C bonds into conjugated nanostructures with additional functional groups (e.g. nitrogen substitution) has attracted extensive attention in recent years due to their intriguing electronic properties. However, the activation modes inside the toolbox of on-surface synthesis are still limited. We present the novel on-surface formation of CN-substituted phenylene vinylene chains on the Au(111) surface, thermally induced by annealing the substrate stepwise at temperatures between 220°C and 240°C. The reaction is investigated by scanning tunneling microscopy (STM) and density functional theory (DFT). Supported by the calculated reaction pathway, we assign the observed chain formation to a Knoevenagel condensation between an aldehyde and a methylene nitrile substituent.