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金表面三角多孔纳米石墨烯的合成与反应活性

Synthesis and reactivity of a trigonal porous nanographene on a gold surface.

作者信息

Zuzak Rafal, Pozo Iago, Engelund Mads, Garcia-Lekue Aran, Vilas-Varela Manuel, Alonso José M, Szymonski Marek, Guitián Enrique, Pérez Dolores, Godlewski Szymon, Peña Diego

机构信息

Centre for Nanometer-Scale Science and Advanced Materials, NANOSAM , Faculty of Physics , Astronomy and Applied Computer Science , Jagiellonian University , Łojasiewicza 11 , PL 30-348 Kraków , Poland . Email:

Centro de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS) , Departamento de Química Orgánica , Universidade de Santiago de Compostela , 15782-Santiago de Compostela , Spain . Email:

出版信息

Chem Sci. 2019 Sep 13;10(43):10143-10148. doi: 10.1039/c9sc03404h. eCollection 2019 Nov 21.

DOI:10.1039/c9sc03404h
PMID:32055368
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6979371/
Abstract

The synthesis of porous nanographenes is a challenging task for solution chemistry, and thus, on-surface synthesis provides an alternative approach. Here, we report the synthesis of a triporous nanographene with 102 sp carbon atoms by combining solution and surface chemistry. The carbon skeleton was obtained by Pd-catalyzed cyclotrimerization of arynes in solution, while planarization of the molecule was achieved through two hierarchically organized on-surface cyclodehydrogenation reactions, intra- and inter-blade. Remarkably, the three non-planar [14]annulene pores of this nanographene further evolved at higher temperatures showing interesting intra-porous on-surface reactivity.

摘要

多孔纳米石墨烯的合成对于溶液化学来说是一项具有挑战性的任务,因此,表面合成提供了一种替代方法。在此,我们报告了通过结合溶液化学和表面化学合成具有102个sp碳原子的三孔纳米石墨烯。碳骨架通过溶液中钯催化的芳炔环三聚反应获得,而分子的平面化则通过两次分级组织的表面环脱氢反应(叶片内和叶片间)实现。值得注意的是,这种纳米石墨烯的三个非平面[14]轮烯孔在更高温度下进一步演化,显示出有趣的孔内表面反应性。

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2
[19]Dendriphene: A 19-Ring Dendritic Nanographene.[19] 树状二苯并菲:一种 19 元环树枝状纳米石墨烯。
Chemistry. 2018 Dec 3;24(67):17697-17700. doi: 10.1002/chem.201805140. Epub 2018 Nov 8.
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Trefoil-Shaped Porous Nanographenes Bearing a Tribenzotriquinacene Core by Three-fold Scholl Macrocyclization.通过三重肖尔大环化反应制备的带有三苯并三蝶烯核心的三叶形多孔纳米石墨烯。
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On-surface synthesis of porous graphene nanoribbons mediated by phenyl migration.由苯基迁移介导的多孔石墨烯纳米带的表面合成
Commun Chem. 2024 Sep 29;7(1):219. doi: 10.1038/s42004-024-01284-2.
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