TY  - JOUR
A1  - Mairena, Anaïs
A1  - Baljozovic, Milos
A1  - Kawecki, Maciej
A1  - Grenader, Konstantin
A1  - Wienke, Martin
A1  - Martin, Kévin
A1  - Bernard, Laetitia
A1  - Avarvari, Narcis
A1  - Terfort, Andreas
A1  - Ernst, Karl-Heinz
A1  - Wäckerlin, Christian
T1  - The fate of bromine after temperature-induced dehydrogenation of on-surface synthesized bisheptahelicene
T2  - Chemical science
N2  - 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.
Y1  - 2019
UR  - http://publikationen.ub.uni-frankfurt.de/frontdoor/index/index/docId/50064
UR  - https://nbn-resolving.org/urn:nbn:de:hebis:30:3-500640
SN  - 2041-6539
SN  - 2041-6520
N1  - This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
VL  - 10
IS  - 10
SP  - 2998
EP  - 3004
PB  - RSC
CY  - Cambridge
ER  -