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The fate of bromine after temperature-induced dehydrogenation of on-surface synthesized bisheptahelicene.
Mairena, Anaïs; Baljozovic, Milos; Kawecki, Maciej; Grenader, Konstantin; Wienke, Martin; Martin, Kévin; Bernard, Laetitia; Avarvari, Narcis; Terfort, Andreas; Ernst, Karl-Heinz; Wäckerlin, Christian.
Afiliación
  • Mairena A; Empa, Swiss Federal Laboratories for Materials Science and Technology , 8600 Dübendorf , Switzerland . Email: christian.waeckerlin@empa.ch ; Email: karl-heinz.ernst@empa.ch.
  • Baljozovic M; Empa, Swiss Federal Laboratories for Materials Science and Technology , 8600 Dübendorf , Switzerland . Email: christian.waeckerlin@empa.ch ; Email: karl-heinz.ernst@empa.ch.
  • Kawecki M; Empa, Swiss Federal Laboratories for Materials Science and Technology , 8600 Dübendorf , Switzerland . Email: christian.waeckerlin@empa.ch ; Email: karl-heinz.ernst@empa.ch.
  • Grenader K; Department of Chemistry , Institute of Inorganic and Analytical Chemistry , Goethe-University , 60438 Frankfurt , Germany.
  • Wienke M; Department of Chemistry , University of Hamburg , 20146 Hamburg , Germany.
  • Martin K; Laboratoire Moltech-Anjou , CNRS-Université d'Angers , 49045 Angers , France.
  • Bernard L; Empa, Swiss Federal Laboratories for Materials Science and Technology , 8600 Dübendorf , Switzerland . Email: christian.waeckerlin@empa.ch ; Email: karl-heinz.ernst@empa.ch.
  • Avarvari N; Laboratoire Moltech-Anjou , CNRS-Université d'Angers , 49045 Angers , France.
  • Terfort A; Department of Chemistry , Institute of Inorganic and Analytical Chemistry , Goethe-University , 60438 Frankfurt , Germany.
  • Ernst KH; Empa, Swiss Federal Laboratories for Materials Science and Technology , 8600 Dübendorf , Switzerland . Email: christian.waeckerlin@empa.ch ; Email: karl-heinz.ernst@empa.ch.
  • Wäckerlin C; Department of Chemistry , University of Zurich , 8057 Zurich , Switzerland.
Chem Sci ; 10(10): 2998-3004, 2019 Mar 14.
Article en En | MEDLINE | ID: mdl-30996879
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.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Tipo de estudio: Prognostic_studies Idioma: En Revista: Chem Sci Año: 2019 Tipo del documento: Article Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Tipo de estudio: Prognostic_studies Idioma: En Revista: Chem Sci Año: 2019 Tipo del documento: Article Pais de publicación: Reino Unido