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

作　　者：Xiushang Xu Amogh Kinikar Marco Di Giovannantonio Carlo A.Pignedoli Pascal Ruffieux Klaus Müllen Roman Fasel Akimitsu Narita 

机构地区：[1]Max Planck Institute for Polymer Research,55128 Mainz,Germany [2]Organic and Carbon Nanomaterials Unit,Okinawa Institute of Science and Technology Graduate University,Kunigami-gun,Okinawa 904-0495,Japan [3]Empa,Swiss Federal Laboratories for Materials Science and Technology,nanotech@surfaces Laboratory,8600 Dübendorf,Switzerland [4]Institute of Structure of Matter-CNR(ISM-CNR),00133 Roma,Italy [5]Institute of Physical Chemistry,Johannes Gutenberg University Mainz,55128 Mainz,Germany [6]Department of Chemistry,Biochemistry and Pharmaceutical Sciences,University of Bern,3012 Bern,Switzerland

出　　处：《Precision Chemistry》2024年第2期81-87,共7页精准化学（英文）

基　　金：This work was supported by the Swiss National Science Foundation(Grant No.200020_212875);the NCCR MAR-VEL funded by the Swiss National Science Foundation(Grant No.205602);the Werner Siemens Foundation,the Max Planck Society,and the Okinawa Institute of Science and Technology Graduate University.K.M.acknowledges a fellowship from Gutenberg Research College,Johannes Gutenberg University Mainz.Computational support from the Swiss Supercomputing Center(CSCS)under project ID s1141 is gratefully acknowl-edged.We acknowledge PRACE for awarding access to the Fenix Infrastructure resources at CSCS,which are partially funded by the European Union’s Horizon 2020 research and innovation program through the ICEI project under grant agreement No.800858.Technical support from Lukas Rotach is gratefully acknowledged.

摘　　要：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 towardπ-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.

关 键 词：On-surface synthesis Graphene nanoribbon On-surface reaction REARRANGEMENT Edge state 

分 类 号：TQ127.11[化学工程—无机化工] TB383[一般工业技术—材料科学与工程]