Regensburg 2013 – wissenschaftliches Programm
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O: Fachverband Oberflächenphysik
O 22: Nanostructures at Surfaces II
O 22.3: Vortrag
Montag, 11. März 2013, 16:30–16:45, H45
Surface-assisted organic synthesis: Hyper-benzene nano-troughs on Cu(111) — Qitang Fan1, Cici Wang1, Yong Han1, Junfa Zhu1, Julian Kuttner2, Gerhard Hilt2, and •J. Michael Gottfried2 — 1National Synchrotron Radiation Laboratory, University of Science and Technology of China — 2Fachbereich Chemie, Philipps-Universität Marburg
The surface-assisted synthesis of organic nanostructures is a promising bottom-up approach for the functionalization of surfaces in view of applications in catalysis, sensor systems, or organic electronics. The major challenge of this approach is that most established organic reactions require a solvent and thus cannot be performed on "dry" surfaces in UHV. An exception is the Ullmann reaction, which achieves C-C coupling between haloarene molecules by means of metallic Cu and has recently been employed to prepare 1D and 2D polymers on metal single-crystal surfaces. In our combined STM/XPS study, we used specially designed bromo-terphenyl precursors in a UHV-compatible variant of the Ullmann reaction to prepare cyclo-octadeca-phenylene (hyper-benzene), a cyclic hexagonal molecule consisting of 18 phenylene units, on a Cu(111) surface. The molecules arrange in close-packed islands with a hexagonal unit cell. The inner diameter of the hyper-benzene molecules is 2.13 nm, which makes them interesting candidates for nanotroughs that can enclose metal particles or organic molecules. Besides these large hydrocarbon molecules, we will describe the growth of zigzag-shaped 1D organometallic polymers consisting of Cu-bridged oligophenylene units.