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

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Zuzak, R.; Pozo, I.; Engelund, M.; Garcia-Lekue, A.; Vilas-Varela, M.; Alonso, J. M.; Szymonski, M.; Guitián, E.; Pérez, D.; Godlewski, S.; Peña, D. Synthesis and reactivity of a trigonal porous nanographene on a gold surface. Chem. Sci. 2019, 10, 10143-10148 DOI:10.1039/C9SC03404H.

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 sp2 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.

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