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説明:

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 the Ullmann-type homocoupling on Au(111). The detailed mechanism of the 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.

権利情報:

• Creative Commons BY Attribution 4.0 International
  

キーワード: on-surface synthesis, fragmentation, Diels-Alder reaction, scanning tunneling microscopy, density functional theory, oligonomers

刊行年月日: 2025-10-14

出版者: American Chemical Society (ACS)

掲載誌:

• ACS Nano (ISSN: 19360851) vol. 19 issue. 40 p. 35825-35832

研究助成金:

• Japan Society for the Promotion of Science 24K01454
• Japan Society for the Promotion of Science 24K21721
• Japan Society for the Promotion of Science 24KF0269
• Japan Society for the Promotion of Science 25H00422
• Eneos Tonegeneral research foundation

原稿種別: 出版者版 (Version of record)

MDR DOI:

公開URL: https://doi.org/10.1021/acsnano.5c12424

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更新時刻: 2025-10-21 16:06:44 +0900

MDRでの公開時刻: 2025-10-21 15:43:40 +0900