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O: Fachverband Oberflächenphysik
O 2: Organic Molecules on Inorganic Substrates I: Electronic, Optical and Other Properties I
O 2.4: Talk
Monday, March 27, 2023, 11:15–11:30, CHE 89
SPM Tip-induced Cleavage of Bridging Groups to Generate Carbon Nanomaterials — •Zilin Ruan1, Tim Naumann1, John B. Bauer2, Lukas Heuplick1, Holger F. Bettinger2, and J. Michael Gottfried1 — 1Department of Chemistry, Philipps University Marburg, Hans-Meerwein-Straße 4, 35037 Marburg (Germany) — 2Institut für Organische Chemie, Auf der Morgenstelle 18, 72076 Tübingen(Germany)
The on-surface synthesis of carbon nanomaterials is usually carried out on a metal surface by thermal activation, wherein the reaction selectivity and outcome are influenced by various factors. By contrast, manipulations with a scanning probe microscope (SPM) avoid these obstacles by electrically triggering the chemical transformation of individual molecules via the SPM tip due to electronic excitation or inelastic energy transfer. Here, using tip manipulation, we explore the suitability of the removal of etheno- and diastereomeric 1,2-diol moieties to generate acenes. Compared to other previously used leaving groups such as monoketone, diketone and oxo bridges, the here used bridges have certain advantages in the precursor synthesis, but are more challenging regarding their on-surface removal. Investigation of the various main and side reactions offer a deeper understanding of complex elimination and rearrangement reactions induced by SPM manipulation.