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Dechlorinated Ullmann Coupling Reaction of Aryl Chlorides on Ag(111): A Combined STM and XPS Study
Authors:Jingxin Dai  Dr. Wenhui Zhao  Lingbo Xing  Dr. Jian Shang  Huanxin Ju  Dr. Xiong Zhou  Dr. Jing Liu  Dr. Qiwei Chen  Prof. Dr. Yongfeng Wang  Junfa Zhu  Prof. Dr. Kai Wu
Affiliation:1. BNLMS, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871 China;2. National Synchrotron Radiation Laboratory and Collaborative Innovation Center of Suzhou Nano Science and Technology, University of Science and Technology of China, Hefei, 230029 China;3. Key Laboratory for the Physics and Chemistry of Nanodevices Department of Electronics, Peking University, Beijing, 100871 China
Abstract:Surface-assisted Ullmann coupling was widely applied to construct various molecular nanostructures on surfaces due to its reliability and controllability. By using 4,4′′-dichloro-1,1′:3′,1′′-terphenyl (DCTP) as the precursor, covalently bonded zig-zag oligophenylene chains and hexagonal hyperbenzene rings, e. g., [18]-honeycombenes, were successfully fabricated on Ag(111) via dechlorinated Ullmann coupling reaction. Stepwise annealing was applied to investigate the reaction process in detail. Scanning tunneling microscopy and synchrotron X-ray photoemission spectroscopy were utilized to explore the thermal evolution of the DCTP molecules on Ag(111) under ultrahigh vacuum conditions, evidencing the existence of intact DCTP molecules, chemisorbed Cl atoms, covalently bonded DCTP dimers as well as organometallic C−Ag−C-containing intermediates. These results may help understand dechlorinated Ullmann coupling reaction of aryl chlorides on metal surfaces.
Keywords:dechlorinated Ullmann coupling reaction  On-Surface Synthesis  scanning tunneling microscopy  synchrotron X-ray photoemission spectroscopy  surface species evolution
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