Dresden 2014 – wissenschaftliches Programm
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O: Fachverband Oberflächenphysik
O 36: Posters: Bio/organic Molecules on Surfaces, Graphene, Solid/liquid interfaces, Metal Substrates, Electronic Structure Theory
O 36.32: Poster
Dienstag, 1. April 2014, 18:30–22:00, P1
Honeycombenes: A novel class of hydrocarbon macrocycles made by surface-assisted synthesis — •Min Chen1, Jian Shang2, Yongfeng Wang2, Kai Wu2, Qitang Fan3, Cici Wang3, Yong Han3, Junfa Zhu3, Julian Kuttner1, Gerhard Hilt1, and J.Michael Gottfried1 — 1Fachbereich Chemie, Philipps-Universität Marburg, Germany — 2College of Chemistry and Molecular Engineering, Peking University, China — 3National Synchrotron Radiation Laboratory, University of Science and Technology of China, China
Surface-assisted synthesis provides an elegant route to molecules that cannot be synthesized in solution or that are too large for vapor-deposition. Both factors apply for [n]-honeycombenes, a novel class of planar hydrocarbon macrocycles of hexagonal geometry. [18]-Honeycombene or hyperbenzene (C108H72) consists of 18 phenyl rings and was made by surface-assisted Ullmann reaction from 4,4′′-dibromo-m-terphenyl (DBTP) on Cu(111). The molecules arrange in long-range ordered islands with hexagonal unit cell. [30]-Honeycombene (C180H120), a hexagon with 30 phenyl rings, was made on Ag(111) from 4,4′′′′-dibromo-m-quinquephenyl (DBQP). DBQP gives also access to strained rings of heptagonal (C210H140), pentagonal (C150H100) and square (C120H80) shape. Using STS, the electronic structure along the ring perimeter and the confinement of surface state electrons trapped inside the macrocycles were studied. The large diameters of >2 nm and >3.5 nm make [18]- and [30]-honeycombene promising candidates for nanotroughs that can host other molecules or nanoparticles.