On-surface synthesis of anthracene-fused zigzag graphene nanoribbons from 2,7-dibromo-9,9'-bianthryl reveals unexpected ring rearrangements

DOI

On-surface synthesis has emerged as a powerful strategy to fabricate unprecedented forms of atomically precise graphene nanoribbons (GNRs). However, the on-surface synthesis of zigzag GNRs (ZGNR) has met with only limited success. In the paper where the data are discussed, we report the synthesis and on-surface reactions of 2,7-dibromo-9,9'-bianthryl as the precursor towards π-extended ZGNRs. Characterization by scanning tunneling microscopy and high-resolution noncontact atomic force microscopy clearly demonstrated the formation of anthracene-fused ZGNRs. Unique skeletal rearrangements were also observed, which could be explained by intramolecular Diels-Alder cycloaddition. Theoretical calculations of the electronic properties of the anthracene-fused ZGNRs revealed spin-polarized edge-states and a narrow bandgap of 0.20 eV.

Identifier
DOI https://doi.org/10.24435/materialscloud:fq-nq
Related Identifier https://doi.org/10.1021/prechem.3c00116
Related Identifier https://renkulab.io/projects/new?data=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
Related Identifier https://archive.materialscloud.org/communities/mcarchive
Related Identifier https://doi.org/10.24435/materialscloud:4v-mb
Metadata Access https://archive.materialscloud.org/oai2d?verb=GetRecord&metadataPrefix=oai_dc&identifier=oai:materialscloud.org:2050
Provenance
Creator Xu, Xiushang; Kinikar, Amogh; Di Giovannantonio, Marco; Pignedoli, Carlo Antonio; Ruffieux, Pascal; Müllen, Klaus; Fasel, Roman; Narita, Akimitsu
Publisher Materials Cloud
Contributor Kinikar, Amogh
Publication Year 2024
Rights info:eu-repo/semantics/openAccess; Creative Commons Attribution 4.0 International; https://creativecommons.org/licenses/by/4.0/legalcode
OpenAccess true
Contact archive(at)materialscloud.org
Representation
Language English
Resource Type info:eu-repo/semantics/other
Format application/octet-stream; application/gzip; text/markdown
Discipline Materials Science and Engineering