ArticleACS nano2025
Systematic C-C Bond Cleavage in Oligomers via Diels-Alder Reaction on Au(111).
Article in ACS nano, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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8 authors.
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Abstract
On-surface synthesis became a powerful strategy to synthesize extended nanocarbon materials, such as oligomers and graphene nanoribbons, via C-C bond formation between small precursor molecules. However, the reverse reaction, namely, C-C bond cleavage, remains challenging due to the high activation barrier. Here, we present systematic fragmentation to individual units from tetra(9-anthryl)benzene oligomers, which were synthesized by Ullmann-type homocoupling on Au(111). The detailed mechanism of fragmentation was investigated with a combination of scanning tunneling microscopy and density functional theory calculations. We found that the Diels-Alder reaction between anthracene groups in the unit significantly lowers the activation barrier to cleave the C-C bond between the units in the oligomer. Our findings may offer an approach to disassemble oligomers in a controlled manner.
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