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

Xiushang Xu, Amogh Kinikar, Marco Di Giovannantonio, Carlo A. Pignedoli, Pascal Ruffieux, Klaus Müllen*, Roman Fasel* and Akimitsu Narita*, 
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引用次数: 0

Abstract

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.

Abstract Image

从 2,7-二溴-9,9′-联芳基表面合成蒽融合之字形石墨烯纳米带揭示意想不到的环重排现象
表面合成已成为制造前所未有的原子级精确石墨烯纳米带(GNR)的有力策略。然而,人字形石墨烯纳米带(ZGNR)的表面合成只取得了有限的成功。在此,我们报告了以 2,7-二溴-9,9′-卞硫基为前驱体的π-扩展 ZGNR 的合成和表面反应。扫描隧道显微镜和高分辨率非接触原子力显微镜的表征清楚地证明了蒽融合 ZGNR 的形成。此外,还观察到独特的骨架重排,这可以用分子内 Diels-Alder 环加成法来解释。蒽融合 ZGNRs 电子特性的理论计算显示了自旋极化边缘态和 0.20 eV 的窄带隙。
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来源期刊
Precision Chemistry
Precision Chemistry 精密化学技术-
CiteScore
0.80
自引率
0.00%
发文量
0
期刊介绍: Chemical research focused on precision enables more controllable predictable and accurate outcomes which in turn drive innovation in measurement science sustainable materials information materials personalized medicines energy environmental science and countless other fields requiring chemical insights.Precision Chemistry provides a unique and highly focused publishing venue for fundamental applied and interdisciplinary research aiming to achieve precision calculation design synthesis manipulation measurement and manufacturing. It is committed to bringing together researchers from across the chemical sciences and the related scientific areas to showcase original research and critical reviews of exceptional quality significance and interest to the broad chemistry and scientific community.
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