On-Surface Synthesis and Characterization of Pentadecacene and Its Gold Complexes Article Swipe
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· 2025
· Open Access
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· DOI: https://doi.org/10.1021/jacs.4c13296
Acenes are an important class of polycyclic aromatic hydrocarbons that have gained considerable attention from chemists, physicists, and material scientists, due to their exceptional potential for organic electronics. They serve as an ideal platform for studying the physical and chemical properties of sp2 carbon frameworks in the one-dimensional limit and also provide a fertile playground to explore magnetism in graphenic nanostructures due to their zigzag edge topology. While higher acenes up to tridecacene have been successfully generated by means of on-surface synthesis, it is imperative to extend their synthesis toward even longer homologues to comprehensively understand the evolution of their electronic ground state. Here, we demonstrate the on-surface synthesis of pentadecacene (15ac) from a trietheno-bridged precursor via the atom-manipulation-induced dissociation of protecting groups or the elimination of adatoms in a gold-pentadecacene complex. The generated 15ac was investigated by scanning tunneling microscopy (STM)/spectroscopy (STS) and noncontact atomic force microscopy (nc-AFM), in combination with first-principles spin-polarized density functional theory (DFT) calculations. We found that 15ac exhibits an open-shell singlet ground state with an experimental singlet-triplet gap of 124 meV and an STS transport gap of ∼1.12 eV. The formation of Au-pentadecacene complexes suggested a considerable contribution of polyradical character to the electronic ground state of 15ac. Our work contributes to a fundamental understanding of the electronic properties of long acenes and to the development of a versatile STM tip-assisted methodology for the synthesis of elusive compounds.
Related Topics
- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.1021/jacs.4c13296
- OA Status
- hybrid
- Cited By
- 12
- References
- 53
- Related Works
- 10
- OpenAlex ID
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Raw OpenAlex JSON
- OpenAlex ID
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https://openalex.org/W4406517761Canonical identifier for this work in OpenAlex
- DOI
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https://doi.org/10.1021/jacs.4c13296Digital Object Identifier
- Title
-
On-Surface Synthesis and Characterization of Pentadecacene and Its Gold ComplexesWork title
- Type
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articleOpenAlex work type
- Language
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enPrimary language
- Publication year
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2025Year of publication
- Publication date
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2025-01-17Full publication date if available
- Authors
-
Zilin Ruan, J. Schramm, John B. Bauer, Tim Naumann, L. Müller, Felix Sättele, Holger F. Bettinger, Ralf Tonner, J. Michael GottfriedList of authors in order
- Landing page
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https://doi.org/10.1021/jacs.4c13296Publisher landing page
- Open access
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YesWhether a free full text is available
- OA status
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hybridOpen access status per OpenAlex
- OA URL
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https://doi.org/10.1021/jacs.4c13296Direct OA link when available
- Concepts
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Chemistry, Scanning tunneling microscope, Singlet state, Density functional theory, Electronic structure, Chemical physics, Nanotechnology, Graphene, Ground state, Computational chemistry, Atomic physics, Materials science, Physics, Excited stateTop concepts (fields/topics) attached by OpenAlex
- Cited by
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12Total citation count in OpenAlex
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2025: 12Per-year citation counts (last 5 years)
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53Number of works referenced by this work
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10Other works algorithmically related by OpenAlex
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