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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.

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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