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O: Fachverband Oberflächenphysik

O 68: Focus Session Molecular Nanostructures on Surfaces: On-Surface Synthesis and Single-Molecule Manipulation IV

O 68.2: Vortrag

Mittwoch, 19. März 2025, 15:15–15:30, H24

Sequential on-surface synthesis of planar and curved fused anthracenyl-porphyrins — •Miloš Baljozović1, Joffrey Pijeat2, Stéphane Campidelli2, and Karl-Heinz Ernst1,3,41Empa, Dübendorf, Switzerland — 2Université Paris-Saclay, CEA, Gif-sur-Yvette, France — 3University of Zürich, Zürich, Switzerland — 4The Czech Academy of Sciences, Prague, Czech Republic

On-surface synthesis has lately provided means for C-C bond formation that would otherwise hardly be accessible by conventional solution chemistry. Porphyrins are of particular interest in this regard, due to the ability to fine tune their physical and chemical properties via central metal incorporation or peripheral functionalization. Nevertheless, the formation of π-extended porphyrins bearing unsubstituted anthracenyl moieties was so far not achieved.

In this contribution we demonstrate temperature controlled (cyclo)dehydrogenation of bis- and tetra-anthracenyl Zn(II) porphyrins on a Au(111) substrate. Notably, on-surface dehydrogenation is not limited to the first dehydrogenation step involving fusion of anthracenyl units to the macrocycle. Sequential dehydrogenation with temperature elevation is leading to novel planar and curved porphyrin products beyond ones obtained by wet synthesis that could be identified in our combined STM, XPS and ToF-SIMS study.[1]

Support by Swiss National Science Foundation and University of Zürich Research Priority Program LightChEC is gratefully acknowledged.

[1] Baljozović, M. et al. J. Am. Chem. Soc. - just accepted.

Keywords: on-surface synthesis; fused porphyrins; ToF-SIMS; STM

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