Wang Xiao-Ye, Urgel José I, Barin Gabriela Borin, Eimre Kristjan, Di Giovannantonio Marco, Milani Alberto, Tommasini Matteo, Pignedoli Carlo A, Ruffieux Pascal, Feng Xinliang, Fasel Roman, Müllen Klaus, Narita Akimitsu
Max Planck Institute for Polymer Research , Ackermannweg 10 , 55128 Mainz , Germany.
Empa , Swiss Federal Laboratories for Materials Science and Technology , 8600 Dübendorf , Switzerland.
J Am Chem Soc. 2018 Jul 25;140(29):9104-9107. doi: 10.1021/jacs.8b06210. Epub 2018 Jul 17.
Bottom-up synthesis of graphene nanoribbons (GNRs) has significantly advanced during the past decade, providing various GNR structures with tunable properties. The synthesis of chiral GNRs, however, has been underexplored and only limited to (3,1)-GNRs. We report herein the surface-assisted synthesis of the first heteroatom-doped chiral (4,1)-GNRs from the rationally designed precursor 6,16-dibromo-9,10,19,20-tetraoxa-9a,19a-diboratetrabenzo[ a, f, j, o]perylene. The structure of the chiral GNRs has been verified by scanning tunneling microscopy, noncontact atomic force microscopy, and Raman spectroscopy in combination with theoretical modeling. Due to the presence of oxygen-boron-oxygen (OBO) segments on the edges, lateral self-assembly of the GNRs has been observed, realizing well-aligned GNR arrays with different modes of homochiral and heterochiral inter-ribbon assemblies.
在过去十年中，石墨烯纳米带（GNRs）的自下而上合成取得了显著进展，可提供具有可调性质的各种GNR结构。然而，手性GNRs的合成尚未得到充分探索，并且仅局限于（3,1）-GNRs。我们在此报告从合理设计的前体6,16-二溴-9,10,19,20-四氧杂-9a,19a-二硼杂四苯并[a,f,j,o]苝表面辅助合成首个杂原子掺杂的手性（4,1）-GNRs。手性GNRs的结构已通过扫描隧道显微镜、非接触原子力显微镜和拉曼光谱结合理论建模得到验证。由于边缘存在氧-硼-氧（OBO）片段，已观察到GNRs的横向自组装，实现了具有不同同手性和异手性带间组装模式的排列良好的GNR阵列。
