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Terminal Alkyne Coupling on a Corrugated Noble Metal Surface: From Controlled Precursor Alignment to Selective Reactions
Technical University of Munich, Germany.
Technical University of Munich, Germany.
Linköping University, Department of Physics, Chemistry and Biology, Theoretical Physics. Linköping University, Faculty of Science & Engineering.ORCID iD: 0000-0002-1345-0006
Karlsruhe Institute Technology, Germany.
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2017 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 23, no 62, 15588-15593 p.Article in journal (Refereed) Published
Abstract [en]

Surface-templated covalent coupling of organic precursors currently emerges as a promising route to the atom-precise fabrication of low-dimensional carbon materials. Here, we investigate the adsorption and the coupling reactions of 4,4-diethynyl-1,1:4,1-terphenyl on Au(110) under ultra-high vacuum conditions by using scanning tunneling microscopy combined with density functional theory and kinetic Monte Carlo calculations. Temperature treatment induces both 1,2,4-asymmetric cyclotrimerization and homocoupling, resulting in various reaction products, including a previously unreported, surface-templated H-shaped pentamer. Our analysis of the temperature-dependent relative product abundances unravels that 1,2,4-trimerization and homocoupling proceed via identical intermediate species with the final products depending on the competition of coupling to a third monomer versus dehydrogenation. Our study sheds light on the control of coupling reactions by corrugated surfaces and annealing protocols.

Place, publisher, year, edition, pages
WILEY-V C H VERLAG GMBH , 2017. Vol. 23, no 62, 15588-15593 p.
Keyword [en]
corrugated surface; covalent coupling; scanning tunneling microscopy; surface chemistry; terminal alkyne
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URN: urn:nbn:se:liu:diva-143071DOI: 10.1002/chem.201701735ISI: 000414633200005PubMedID: 28886239OAI: oai:DiVA.org:liu-143071DiVA: diva2:1159452
Note

Funding Agencies|DFG priority program 1459; European Union via ERC Advanced Grant MolArt [247299]; China Scholarship Council; IMPRS-APS; TUM University Foundation

Available from: 2017-11-22 Created: 2017-11-22 Last updated: 2017-12-06

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