Anaïs Mairena, Milos Baljozovic, Maciej Kawecki, Konstantin Grenader, Martin Wienke, Kévin Martin, Laetitia Bernard, Narcis Avarvari, Andreas Terfort, Karl-Heinz Ernst, Christian Wäckerlin
- The on-surface synthesis of bisheptahelicene by Ullmann coupling of 9-bromoheptahelicene on Au(111) and its temperature-induced dehydrogenation is studied using temperature-programmed reaction spectroscopy and time-of-flight secondary ion mass spectrometry. Specific dehydrogenation products of bisheptahelicene after loss of 6, 8 and 10 hydrogen atoms are identified, corresponding to molecules having undergone Diels–Alder transformations and intramolecular C–C coupling reactions. By combining with atomic hydrogen produced by dehydrogenation, the Ullmann coupling side-product bromine desorbs as HBr. H2 desorption emerges only after all Br has desorbed. Such characteristic behavior is explained by a kinetic model which explicitly considers the coverage of transient atomic H on the surface. Heating experiments performed with saturated layers of different Br-containing molecules reveal that the onset of HBr desorption depends strictly on the dehydrogenation step and therefore on the structure of the molecules.
MetadatenAuthor: | Anaïs Mairena, Milos Baljozovic, Maciej Kawecki, Konstantin Grenader, Martin Wienke, Kévin Martin, Laetitia Bernard, Narcis Avarvari, Andreas TerfortORCiDGND, Karl-Heinz Ernst, Christian Wäckerlin |
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URN: | urn:nbn:de:hebis:30:3-500640 |
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DOI: | https://doi.org/10.1039/C8SC04720K |
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ISSN: | 2041-6539 |
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ISSN: | 2041-6520 |
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Pubmed Id: | https://pubmed.ncbi.nlm.nih.gov/30996879 |
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Parent Title (English): | Chemical science |
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Publisher: | RSC |
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Place of publication: | Cambridge |
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Document Type: | Article |
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Language: | English |
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Year of Completion: | 2019 |
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Date of first Publication: | 2019/01/15 |
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Publishing Institution: | Universitätsbibliothek Johann Christian Senckenberg |
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Release Date: | 2019/05/02 |
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Volume: | 10 |
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Issue: | 10 |
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Page Number: | 7 |
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First Page: | 2998 |
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Last Page: | 3004 |
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Note: | This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. |
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HeBIS-PPN: | 450751686 |
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Institutes: | Biochemie, Chemie und Pharmazie / Biochemie und Chemie |
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Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
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Sammlungen: | Universitätspublikationen |
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Licence (German): | Creative Commons - Namensnennung 3.0 |
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