Strong Metal-Adsorbate Interactions Increase the Reactivity and Decrease the Orientational Order of OH-Functionalized N-Heterocyclic Carbene Monolayers

Fundamental understanding of the correlation between the structure and reactivity of chemically addressable N-heterocyclic carbene (NHC) molecules on various surfaces is essential for the design of functional NHC-based self-assembled monolayers. In this work, we identified the ways by which the depo...

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Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 36(2020), 3 vom: 28. Jan., Seite 697-703
1. Verfasser: Dery, Shahar (VerfasserIn)
Weitere Verfasser: Berg, Iris, Kim, Suhong, Cossaro, Albano, Verdini, Alberto, Floreano, Luca, Toste, F Dean, Gross, Elad
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2020
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article
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520 |a Fundamental understanding of the correlation between the structure and reactivity of chemically addressable N-heterocyclic carbene (NHC) molecules on various surfaces is essential for the design of functional NHC-based self-assembled monolayers. In this work, we identified the ways by which the deposition of chemically addressable OH-NHCs on Au(111) or Pt(111) surfaces modified the anchoring geometry and chemical reactivity of surface-anchored NHCs. The properties of surface-anchored NHCs were probed by conducting X-ray photoelectron spectroscopy and polarized near-edge X-ray absorption fine structure measurements. While no preferred orientation was identified for OH-NHCs on Pt(111), the anchored molecules adopted a preferred flat-lying position on Au(111). Dehydrogenation and aromatization of the imidazoline ring along with partial hydroxyl oxidation were detected in OH-NHCs that were anchored on Au(111). The dehydrogenation and aromatization reactions were facilitated, along with partial decomposition, for OH-NHCs that were anchored on Pt(111). The spectroscopic results reveal that stronger metal-adsorbate interactions increase the reactivity of surface-anchored OH-NHCs while decreasing their molecular orientational order 
650 4 |a Journal Article 
700 1 |a Berg, Iris  |e verfasserin  |4 aut 
700 1 |a Kim, Suhong  |e verfasserin  |4 aut 
700 1 |a Cossaro, Albano  |e verfasserin  |4 aut 
700 1 |a Verdini, Alberto  |e verfasserin  |4 aut 
700 1 |a Floreano, Luca  |e verfasserin  |4 aut 
700 1 |a Toste, F Dean  |e verfasserin  |4 aut 
700 1 |a Gross, Elad  |e verfasserin  |4 aut 
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