Unravelling the Open-Shell Character of Peripentacene on Au(111)

Sánchez‐Grande, Ana; Urgel, José I.; Veis, Libor; Edalatmanesh, Shayan; Santos, José; Lauwaet, Koen; Mutombo, Pingo; Gallego, José M.; Brabec, Jiří; Beran, Pavel; Nachtigallová, Dana; Miranda, Rodolfo; Jelı́nek, Pavel; Écija, David

doi:10.1021/acs.jpclett.0c02518

Cited by 41 publications

(53 citation statements)

References 47 publications

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“…Furthermore, under UHV conditions, hydrogen is the predominant compound in the rest gas of the vacuum chamber, and hydrogen atoms may also be produced by surface-promoted dissociation after cleavage of the ethano protecting groups. Similar passivation of reactive molecules or GNRs on surfaces has been reported before 40 , 43 , 64 – 66 .…”

Section: Resultssupporting

confidence: 82%

On-surface synthesis and characterization of nitrogen-substituted undecacenes

et al. 2022

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Heteroatom substitution in acenes allows tailoring of their remarkable electronic properties, expected to include spin-polarization and magnetism for larger members of the acene family. Here, we present a strategy for the on-surface synthesis of three undecacene analogs substituted with four nitrogen atoms on an Au(111) substrate, by employing specifically designed diethano-bridged precursors. A similarly designed precursor is used to synthesize the pristine undecacene molecule. By comparing experimental features of scanning probe microscopy with ab initio simulations, we demonstrate that the ground state of the synthesized tetraazaundecacene has considerable open-shell character on Au(111). Additionally, we demonstrate that the electronegative nitrogen atoms induce a considerable shift in energy level alignment compared to the pristine undecacene, and that the introduction of hydro-aza groups causes local anti-aromaticity in the synthesized compounds. Our work provides access to the precise fabrication of nitrogen-substituted acenes and their analogs, potential building-blocks of organic electronics and spintronics, and a rich playground to explore π-electron correlation.

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Section: Resultssupporting

confidence: 82%

On-surface synthesis and characterization of nitrogen-substituted undecacenes

et al. 2022

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“…This situation has changed dramatically with the advent of on-surface synthesis techniques [9][10][11] combined with surface scanning probe techniques, such as atomic force and scanning tunneling microscopes (AFM and STM). These techniques make it possible now to synthesize an increasing number of open-shell NGs, such as ribbons with zigzag edges [12], the Clar's goblet [13], rhombenes [14], triangulenes [15][16][17][18], heptauthrene [19], and others [20][21][22][23][24][25], and to probe their electronic properties with atomic scale resolution.…”

Section: Introductionmentioning

confidence: 99%

Renormalization of spin excitations and Kondo effect in open-shell nanographenes

2021

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We study spin excitations and the Kondo effect in open-shell nanographenes, motivated by recent scanning tunneling inelastic spectroscopy experiments. Specifically, we consider three systems: the triangulene, the extended triangulene with rocket shape, both with an S = 1 ground state, and a triangulene dimer with S = 0 on account of intermolecular exchange. We focus on the consequences of hybridization of the nanographene zero modes with a conducting substrate on the dI/dV line shapes associated with spin excitations. The partially filled nanographene zero modes coupled to the conduction electrons in the substrate constitute multiorbital Anderson impurity models that we solve in the one-crossing approximation, which treats the coupling to the substrate to infinite order. We find that the coupling to the substrate leads to (i) renormalization of the spin flip excitation energies of the bare molecule, (ii) broadening of the spectral features, and (iii) the emergence of zero bias Kondo peaks for the S = 1 ground states. The calculated substrate induced shift of the spin excitation energies is found to be significantly larger than their broadening, which implies that this effect has to be considered when comparing experimental results and theory.

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“…Over the last years, several NGs have been achieved through surface‐catalyzed oxidative cyclodehydrogenation of the molecular precursors [20–33] . Only recently, the graphene‐based chemical toolbox has been extended to the on‐surface synthesis of heteroatom‐doped NGs.…”

Section: Introductionmentioning

confidence: 99%

On‐Surface Synthesis of a Dicationic Diazahexabenzocoronene Derivative on the Au(111) Surface

Biswas

Urgel

et al. 2021

Angew Chem Int Ed

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The atomically precise control over the size,s hape and structure of nanographenes (NGs) or the introduction of heteroatom dopants into their sp 2 -carbon lattice confer them valuable electronic, optical and magnetic properties.H erein, we report on the design and synthesis of ahexabenzocoronene derivative embedded with graphitic nitrogen in its honeycomb lattice,a chieved via on-surface assisted cyclodehydrogenation on the Au(111) surface.C ombined scanning tunnelling microscopy/spectroscopya nd non-contact atomic force microscopyi nvestigations unveil the chemical and electronic structures of the obtained dicationic NG.K elvin probe force microscopym easurements reveal ac onsiderable variation of the local contact potential difference toward lower values with respect to the gold surface,indicative of its positive net charge. Altogether,w ei ntroduce the concept of cationic nitrogen doping of NGs on surfaces,opening new avenues for the design of novel carbon nanostructures.

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Unravelling the Open-Shell Character of Peripentacene on Au(111)

Cited by 41 publications

References 47 publications

On-surface synthesis and characterization of nitrogen-substituted undecacenes

On-surface synthesis and characterization of nitrogen-substituted undecacenes

Renormalization of spin excitations and Kondo effect in open-shell nanographenes

On‐Surface Synthesis of a Dicationic Diazahexabenzocoronene Derivative on the Au(111) Surface

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