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

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

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

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Official URL

https://doi.org/10.1039/c9sc03404h

Publication date

2019

Authors

Alonso Gómez, José Miguel

Publisher

Royal Society of Chemistry

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URI

https://hdl.handle.net/20.500.14352/92567

Citation

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.