Dibromobianthryl ordering and polymerization on Ag(100)

Abstract

We study the interaction between dibromobianthryl (DBBA) and the Ag(100) surface using scanning tunneling microscopy and density functional theory. DBBA is prochiral on adsorption and forms racemic domains with molecular rows aligned with the substrate nearest-neighbor [011] and [011] directions. Deposition at elevated temperature leads to the formation of disordered meandering graphene nanowires of constant width.⇤ jsmerdon@uclan.ac.uk

Critical Role of Phenyl Substitution and Catalytic Substrate in the Surface-Assisted Polymerization of Dibromobianthracene Derivatives

“…4a has the energy of the metal-bonded component, indicating that the molecule debrominates upon adsorption at RT. The higher temperature sequence shows that Br is stable on the surface up to T = 200 • C. Debromination below RT has also been observed for DBBA on Cu(110) 40 and Cu(111), 34 but our observation is in contrast to that reported for Ag(100), 55 where the authors concluded that DBBA adsorbed intact based on the absence of Br atoms in STM images. The C 1s spectrum obtained at RT can only be fitted by reducing the C-H/C-C ratio well below the values of the intact precursor and adding a C-Ag component, suggesting that both debromination and partial dehydrogenation has taken place simultaneously, and that C radicals are saturated by metal coordination (see Fig.…”

“…4a has the energy of the metal-bonded component, indicating that the molecule debrominates upon adsorption at RT. The higher temperature sequence shows that Br is stable on the surface up to T = 200 • C. Debromination below RT has also been observed for DBBA on Cu(110) 40 and Cu(111), 34 but our observation is in contrast to that reported for Ag(100), 55 where the authors concluded that DBBA adsorbed intact based on the absence of Br atoms in STM images. 111).…”

“…On-surface reactions on Ag(100) have been studied very recently using DBBA as the precursor. 52 In this study, although long-range self-assembled molecular structures are observed at RT, annealing to 200 °C already results in the desorption of most of the material, leaving a few undefined clusters on the surface. It is only by direct deposition at 400 °C that polymerization gives rise to irregular chains that the authors assign to disordered GNRs.…”

“…On-surface reactions on Ag(100) have been studied very recently using DBBA as the precursor . In this study, although long-range self-assembled molecular structures are observed at RT, annealing to 200 °C already results in the desorption of most of the material, leaving a few undefined clusters on the surface.…”

On‐Surface Synthesis of Porous Carbon Nanoribbons on Silver: Reaction Kinetics and the Influence of the Surface Structure

“…Correspondingly, differences in the organometallic intermediates are expected on the two Ag lattices, if the lattice registry of Ag adatoms drives the structure oft he organometallic overlayers. At present, a majority of on‐surface synthesis reactions on Ag are reported on the (111) facet, although Ullmann‐type coupling also successfully proceeds on Ag(110) and Ag(100) surfaces. Therefore, this study will provide further interesting insights into Ullmann‐type reactions on Ag(100), which has rarely been addressed although the Ullmann‐type reaction is a workhorse in on‐surface synthesis.…”