ArticleNature communications2022
On-surface synthesis and characterization of nitrogen-substituted undecacenes.
Article in Nature communications, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- Accelerating discovery across scientific disciplines through reproducible workflows with AiiDAlab.Digital discovery · 2026Article
- First Access to Tetraazadiindenopyrenes via Selective Pyrrole Cyclization of Phenyl-Substituted Tetraazapyrene Derivatives on Au(111).Small science · 2026Article
- Combined In-Solution and On-Surface Synthesis of a Fully Fused Cross-Shaped Phthalocyanine Pentamer.Angewandte Chemie (International ed. in English) · 2026Article
- Observation of Photophysical Processes of a Heptacene Derivative: Monomeric Behavior in Homogeneous Solution and Singlet Fission in Thin Film.Journal of the American Chemical Society · 2026Article
- Light-Induced SO Extrusion from Tribenzothiepine S-oxides: A Precursor Approach to the Triphenylene Core.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Skeletal Editing by Tip-Induced Chemistry.Journal of the American Chemical Society · 2025Article
- On-Surface Synthesis and Characterization of Tetraazanonacene.Angewandte Chemie (International ed. in English) · 2025Article
- Exploring the chemistry of higher acenes: from synthesis to applications.Chemical science · 2025Review
- Preferential graphitic-nitrogen formation in pyridine-extended graphene nanoribbons.Communications chemistry · 2024Article
- Synthesis of quadruply boron-doped acenes with stimuli-responsive multicolor emission.Nature communications · 2024Article
- How to Stabilize Large Soluble (Hetero-)Acenes.Journal of the American Chemical Society · 2024Review
- Surface-supported metal-organic frameworks with geometric topological diversity via scanning tunneling microscopy.iScience · 2024Review
- Synthesis of Tridecacene by Multistep Single-Molecule Manipulation.Journal of the American Chemical Society · 2024Article
- Oxidative Cyclodehydrogenation of Trinaphthylamine: Selective Formation of a Nitrogen-Centered Polycyclic π-System Comprising 5- and 7-Membered Rings.Angewandte Chemie (International ed. in English) · 2022Article
- Synthesis of oligoacenes using precursors for evaluation of their electronic structures.Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology · 2022Review
- Surface-Assisted Synthesis of N-Containing π-Conjugated Polymers.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2022Article
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Authors and funding
14 authors.
Funding
Abstract
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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