Dresden 2017 – scientific programme
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O: Fachverband Oberflächenphysik
O 22: Organic-Inorganic Hybrid Systems and Organic Films III
O 22.6: Talk
Monday, March 20, 2017, 18:15–18:30, WIL A317
How a functionalization with cyano groups modifies the adsorption behavior and reactivity of 2H-tetraphenylporphyrin on Cu(111) — Michael Lepper1, Manuel Meusel1, Julia Köbl1, Liang Zhang1, Michael Stark1, Abner De Siervo2, Hans-Peter Steinrück1, and •Hubertus Marbach1 — 1Lehrstuhl für Physikalische Chemie II , Universität Erlangen-Nürnberg, Egerlandstr. 3, D-91058 — 2Institute of Physics, Gleb Wataghin, University of Campinas (UNICAMP), Campinas, SP, Brazil
We studied the adsorption behavior of 2H-tetraphenylporphyrin (2HTPP) with 1, 2 and 4 cyano-functionalized phenyl groups on Cu(111) by means of room temperature scanning tunneling microscopy (STM) in ultra-high vacuum. While 2HTPP adsorbs as individual isolated molecule [1], the cyano-functionalized porphyrins form dimers or 1-D molecular chains after mild annealing, depending on the number and geometry of the attached cyano groups. Thereby, the main binding motives are Cu adatoms, which appear to act as linkers between cyano groups of neighboring molecules. In addition, we observe self-metalation [2,3], that is, the metalation of the porphyrin macrocycle with Cu atoms from the substrate. Interestingly, the yield of this reaction is strongly affected by the actual cyano-functionalization, which goes along with the differences in the adsorption behavior of the porphyrin derivatives.
[1] F. Buchner et al., J. Phys. Chem. C, 115 (2011) 24172 [2] K. Diller et al., J. Chem. Phys., 136 (2012) 014705 [3] H. Marbach, Acc. Chem. Res., 48 (2015) 2649