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Surface Supported Gold–Organic Hybrids: On‐Surface Synthesis and Surface Directed Orientation
Authors:Haiming Zhang  Jörn‐Holger Franke  Dingyong Zhong  Yan Li  Alexander Timmer  Oscar Díaz Arado  Harry Mönig  Hong Wang  Lifeng Chi  Zhaohui Wang  Klaus Müllen  Harald Fuchs
Affiliation:1. Physikalisches Institut, Universit?t Münster, Wilhelm‐Klemmstrasse 10, 48149 Münster, Germany, Center for Nanotechnology (CeNTech), , 48149 Münster, Germany;2. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences (CAS), , Beijing, 100190 China;3. FUNSOM, Soochow University, , Suzhou, China;4. Max Planck Institute for Polymer Research, , D‐55124 Mainz, Germany
Abstract:The surface‐assisted synthesis of gold–organic hybrids on Au (111) and Au (100) surfaces is repotred by thermally initiated dehalogenation of chloro‐substituted perylene‐3,4,9,10‐tetracarboxylic acid bisimides (PBIs). Structures and surface‐directed alignment of the Au–PBI chains are investigated by scanning tunnelling microscopy in ultra high vacuum conditions. Using dichloro‐PBI as a model system, the mechanism for the formation of Au–PBI dimer is revealed with scanning tunnelling microscopy studies and density functional theory calculations. A PBI radical generated from the homolytic C‐Cl bond dissociation can covalently bind a surface gold atom and partially pull it out of the surface to form stable PBI‐Au hybrid species, which also gives rise to the surface‐directed alignment of the Au–PBI chains on reconstructed Au (100) surfaces.
Keywords:Ullmann reaction  scanning tunnelling microscopy  organogold  polymerization  surface reaction
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