Adsorption and Oligomerization of 1,3-Phenylene Diisocyanide on Au(111)

Kestell, John; Walker, Joshua D.; Bai, Yun; Boscoboinik, J. Anibal; Garvey, Michael

doi:10.1021/acs.jpcc.6b01613

Cited by 5 publications

(6 citation statements)

References 35 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Adsorption at step edges or at omnipresent adatoms might facilitate a flat adsorption scheme (see Figure 3). Such scenarios were previously reported for isonitriles, 37 thiols 38 and NHCs on Au(111). 9 According to Wang et al 9 the energy cost for the extraction of an Au atom (to form an adatom), is reduced by one order of magnitude (to the 100 meV regime) if small-sized NHC are attached.…”

Section: Adsorption At Cu/au Adatomssupporting

confidence: 82%

Adatom mediated adsorption of N‐heterocyclic carbenes on Cu(111) and Au(111)

et al. 2021

View full text Add to dashboard Cite

The adsorption of N-heterocyclic carbenes (NHCs) on Cu(111) and Au(111) surfaces is studied with density-functional theory. The role of the molecular side groups as well as the surface morphology in determining the adsorption geometry are explored in detail.Flat-laying NHCs, as observed experimentally for NHC with relatively small side groups, result from the adsorption at adatoms and give rise to the so-called ballbot configurations, which are more stable than adsorption on flat surfaces and provide an efficient precursor for the formation of bis(NHC) dimers. On Au(111), the resulting (NHC) 2 Au complexes are purely physisorbed and thus mobile. On the more reactive Cu(111), in contrast, the central Cu atom in the (NHC) 2 Cu dimer is still covalently bound to the surface, resulting in a mobility, which has to be thermally activated.

show abstract

Section: Adsorption At Cu/au Adatomssupporting

confidence: 82%

Adatom mediated adsorption of N‐heterocyclic carbenes on Cu(111) and Au(111)

et al. 2021

View full text Add to dashboard Cite

show abstract

“…These would result from NHCs pulling a metal atom out of the surface. These structures are reminiscent of similar metal atom abstraction with isonitriles as reported by Tysoe and co-workers . An earlier, more mobile phase was seen to precede this structure that was proposed to be an adsorbed enetetramine based on molecular geometry obtained from the STM images.…”

Section: Hard Materialsmentioning

confidence: 99%

N-Heterocyclic Carbenes in Materials Chemistry

et al. 2019

View full text Add to dashboard Cite

N-Heterocyclic carbenes (NHCs) have become one of the most widely studied class of ligands in molecular chemistry and have found applications in fields as varied as catalysis, the stabilization of reactive molecular fragments, and biochemistry. More recently, NHCs have found applications in materials chemistry and have allowed for the functionalization of surfaces, polymers, nanoparticles, and discrete, well-defined clusters. In this review, we provide an in-depth look at recent advances in the use of NHCs for the development of functional materials.

show abstract

“…Extraction of Cu atoms from steps and incorporation into molecular assemblies is a thermally activated process . Lifting of one atom from the (111) surface plane has precedent in the Au chemistry of isonitriles and thiols, with recent studies reporting similar effects for NHCs . Rodríguez‐Castillo et al.…”

Section: Figurementioning

confidence: 99%

“…Extraction of Cu atoms from steps andi ncorporation into molecular assemblies is at hermally activated process. [19] Lifting of one atom from the (111)s urfacep lane has precedenti nt he Au chemistryo fi sonitriles [22] andt hiols [3] ,w ith recent studies reporting similare ffects for NHCs. [7] Rodríguez-Castillo et al concluded from DFT calculations that upright NHCs restructure Au surface atoms, probably as an intermediate step in the formation of (NHC) 2 Au I complexes.…”

mentioning

confidence: 99%

N‐Heterocyclic Carbene Self‐assembled Monolayers on Copper and Gold: Dramatic Effect of Wingtip Groups on Binding, Orientation and Assembly

et al. 2017

View full text Add to dashboard Cite

Self‐assembled monolayers of N‐heterocyclic carbenes (NHCs) on copper are reported. The monolayer structure is highly dependent on the N,N‐substituents on the NHC. On both Cu(111) and Au(111), bulky isopropyl substituents force the NHC to bind perpendicular to the metal surface while methyl‐ or ethyl‐substituted NHCs lie flat. Temperature‐programmed desorption studies show that the NHC binds to Cu(111) with a desorption energy of E des=152±10 kJ mol−1. NHCs that bind upright desorb cleanly, while flat‐lying NHCs decompose leaving adsorbed organic residues. Scanning tunneling microscopy of methylated NHCs reveals arrays of covalently linked dimers which transform into adsorbed (NHC)2Cu species by extraction of a copper atom from the surface after annealing.

show abstract

Adsorption and Oligomerization of 1,3-Phenylene Diisocyanide on Au(111)

Cited by 5 publications

References 35 publications

Adatom mediated adsorption of N‐heterocyclic carbenes on Cu(111) and Au(111)

Adatom mediated adsorption of N‐heterocyclic carbenes on Cu(111) and Au(111)

N-Heterocyclic Carbenes in Materials Chemistry

N‐Heterocyclic Carbene Self‐assembled Monolayers on Copper and Gold: Dramatic Effect of Wingtip Groups on Binding, Orientation and Assembly

Contact Info

Product

Resources

About