On-Surface Synthesis of Anthracene-Fused Zigzag Graphene Nanoribbons from 2,7-Dibromo-9,9'-bianthryl Reveals Unexpected Ring Rearrangements.

Xu, Xiushang; Kinikar, Amogh; Di Giovannantonio, Marco; Pignedoli, Carlo A; Ruffieux, Pascal; Müllen, Klaus; Fasel, Roman; Narita, Akimitsu (2024). On-Surface Synthesis of Anthracene-Fused Zigzag Graphene Nanoribbons from 2,7-Dibromo-9,9'-bianthryl Reveals Unexpected Ring Rearrangements. Precision chemistry, 2(2), pp. 81-87. ACS Publications 10.1021/prechem.3c00116

Preview

Text xu-et-al-2024-on-surface-synthesis-of-anthracene-fused-zigzag-graphene-nanoribbons-from-2-7-dibromo-9-9-bianthryl.pdf - Published Version Available under License Creative Commons: Attribution (CC-BY). Download (8MB) | Preview

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. Herein, we report the synthesis and on-surface reactions of 2,7-dibromo-9,9'-bianthryl as the precursor toward 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.

Interest & Impact

Downloads

9 since deposited on 05 Mar 2024
9 in the past 12 months

Citations

5 Citations in Web of Science ®
6 Citations in Scopus

Search

in Google Scholar™

Services

Actions (login required)

Edit item

Actions (login required)

Edit item