Coronene‐Based 2D Networks by On‐Surface Skeletal Rearrangement of Sumanene Precursors
Abstract: The design of novel low‐dimensional carbon materials is at the forefront of modern chemistry. Recently, on‐surface covalent synthesis has emerged as a powerful strategy to synthesize previously precluded compounds and polymers. Here, we report a scanning probe microscopy study, complemented by theoretical calculations, on the sequential skeletal rearrangement of sumanene‐based precursors into a coronene‐based organometallic network by stepwise intra‐ and inter‐molecular reactions on Au (111). Interestingly, upon higher annealing, the formed organometallic networks evolve into two‐dimensional coronene‐based covalently linked patches through intermolecular homocoupling reactions. A new reaction mechanism is proposed based on the role of C−Au−C motifs to promote two stepwise carbon‐carbon couplings to form cyclobutadiene bridges. Our results pave avenues for the conversion of molecular precursors on surfaces, affording the design of unexplored two‐dimensional organometallic and covalent materials.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Coronene‐Based 2D Networks by On‐Surface Skeletal Rearrangement of Sumanene Precursors ; day:26 ; month:10 ; year:2024 ; extent:8
Angewandte Chemie ; (26.10.2024) (gesamt 8)
- Creator
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Pérez‐Elvira, Elena
Barragán, Ana
Gallardo, Aurelio
Santos, José
Martín‐Fuentes, Cristina
Lauwaet, Koen
Gallego, José M.
Miranda, Rodolfo
Sakurai, Hidehiro
Urgel, José
Björk, Jonas
Martín, Nazario
Écija, David
- DOI
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10.1002/ange.202414583
- URN
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urn:nbn:de:101:1-2410261446382.563592344399
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:33 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Pérez‐Elvira, Elena
- Barragán, Ana
- Gallardo, Aurelio
- Santos, José
- Martín‐Fuentes, Cristina
- Lauwaet, Koen
- Gallego, José M.
- Miranda, Rodolfo
- Sakurai, Hidehiro
- Urgel, José
- Björk, Jonas
- Martín, Nazario
- Écija, David
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On‐Surface Fabrication toward Polar 2D Macromolecular Crystals
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Vectorial On‐Surface Synthesis of Polar 2D Polymer Crystals
Extending on-surface synthesis from 2D to 3D by cycloaddition with C60
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Coronene‐Based 2D Networks by On‐Surface Skeletal Rearrangement of Sumanene Precursors
On‐Surface Interchain Coupling and Skeletal Rearrangement of Indenofluorene Polymers
On‐Surface Fabrication toward Polar 2D Macromolecular Crystals
Aluminagerma (5) pyramidanes—Formation and Skeletal Rearrangement
Vectorial On‐Surface Synthesis of Polar 2D Polymer Crystals
Extending on-surface synthesis from 2D to 3D by cycloaddition with C60
On-surface synthesis
Studies towards Reductive Aromatizations of Polyaromatic Hydrocarbons and Synthesis of Precursors for on-Surface Synthesis of Nanographenes
Vectorial On‐Surface Synthesis of Polar 2D Polymer Crystals (Adv. Mater. Interfaces 23/2023)
Strain‐Release‐Driven Electrochemical Skeletal Rearrangement of Non‐Biased Alkyl Cyclopropanes/Butanes
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