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journal article·2018-08-28Open access

Diacetylene Linked Anthracene Oligomers Synthesized by One-Shot Homocoupling of Trimethylsilyl on Cu(111)

Shigeki Kawai, Ondrěj Krejčí, Adam S. Foster, Rémy Pawlak, Feng Xu, Lifen Peng, Akihiro Orita, Ernst Meyer

ACS Nano· Volume 12· Issue 8
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Source abstract

Abstract

On-surface chemical reaction has become a very powerful technique to conjugate small precursor molecules and several reactions have been proposed with the aim to fabricate functional nanostructures on surfaces. Here we present an unforeseen adsorption mode of 9,10-bis((trimethylsilyl)ethynyl)anthracene on a Cu(111)surface and the resulting one-shot desilylative homocoupling of of the adsorbate by annealing at 400 K. With a combination of high-resolution atomic force microscopy and density functional theory calculations, we found that the triple bonds and silicon atoms of the monomer chemically interact with the copper surface. After the oligomerization, we discovered that the anthracene units are linked to each other via buta-1,3-diynediyl fragments while keeping the surface clean. Furthermore, the force measurement revealed the chemical nature at the center of anthracene unit.
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Research context

NanomaterialsMaterials processing

OpenAlex topics: Surface Chemistry and Catalysis · Molecular Junctions and Nanostructures · Force Microscopy Techniques and Applications

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

International Center for Materials Nanoarchitectonics, National Institute for Materials Science, 1-1, Namiki, Tsukuba, Ibaraki 305-0044, Japan

Department of Applied Physics, Aalto University School of Science, P.O. Box 11100, FI-00076 Aalto, Finland

WPI Nano Life Science Institute (WPI-NanoLSI), Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan

Graduate School Materials Science in Mainz, Staudinger Weg 9, 55128 Mainz, Germany

Department of Physics, University of Basel, Klingelbergstrasse 82, CH-4056 Basel, Switzerland

Department of Applied Chemistry and Biotechnology, Okayama University of Science, 1-1 Ridai-cho, Kita-ku, Okayama 700-0005, Japan

Funding

Ministry of Education, Culture, Sports, Science and Technology · Schweizerischer Nationalfonds zur F?rderung der Wissenschaftlichen Forschung · Japan Society for the Promotion of Science · European Cooperation in Science and Technology · Suomen Akatemia · Swiss Nanoscience Institute, Universit?t Basel · Okayama Prefecture Industrial Promotion Foundation

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