Exploring a Route to Cyclic Acenes by On‐Surface Synthesis
| Autor: | Fabian Schulz, Fátima García, Katharina Kaiser, Dolores Pérez, Enrique Guitián, Leo Gross, Diego Peña |
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| Přispěvatelé: | Universidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares, Universidade de Santiago de Compostela. Departamento de Química Orgánica |
| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: |
Materials science
On‐Surface Synthesis carbon nanobelts 010402 general chemistry 01 natural sciences Aryne Catalysis law.invention cycloadditions Atomic force microscopy law Cycloadditions Atom Molecule Arynes Scanning tunneling microscopy arynes atomic force microscopy 010405 organic chemistry Communication General Medicine General Chemistry Cyclacenes Communications 0104 chemical sciences Characterization (materials science) Crystallography Oxygen atom Carbon nanobelts scanning tunneling microscopy cyclacenes Scanning tunneling microscope |
| Zdroj: | Angewandte Chemie (International Ed. in English) Angewandte Chemie International Edition Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela instname |
| ISSN: | 1521-3773 1433-7851 |
| Popis: | A route to generate cyclacenes by on-surface synthesis is explored. We started by synthesizing two tetraepoxycyclacenes by sequences of Diels–Alder cycloadditions. Subsequently, these molecules were deposited onto Cu(111) and scanning-tunneling-microscopy(STM)-based atom manipulation was employed to dissociate the oxygen atoms. Atomic force microscopy (AFM) with CO-functionalized tips enabled the detailed characterization of the reaction products and revealed that, at most, two oxygens per molecule could be removed. Importantly, our experimental results suggest that the generation of cyclacenes by the described route might be possible for larger epoxycyclacenes We acknowledge financial support by the ERC Consolidator Grant AMSEL (682144), the Agencia Estatal de Investigaciln (MAT2016-78293-C6-3-R and CTQ2016-78157-R), Xunta de Galicia (Centro singular de investigación de Galicia, accreditation 2016-2019, ED431G/09), and the Fondo Europeo de Desarrollo Regional (FEDER). F.G. acknowledges the Juan de la Cierva Incorporación ln 2017 program SI |
| Databáze: | OpenAIRE |
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