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

Shigeki Kawai, Ondrej Krejci, Adam Foster, Rémy Pawlak, Feng Xu, Lifen Peng, Akihiro Orita, Ernst Meyer

Research output: Contribution to journalArticleScientificpeer-review

118 Downloads (Pure)

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.
Original languageEnglish
Pages (from-to)8791−8797
JournalACS Nano
Volume12
Issue number8
DOIs
Publication statusPublished - 7 Aug 2018
MoE publication typeA1 Journal article-refereed

Keywords

  • on-surface chemical reaction
  • Glaser coupling
  • trimethylsilyl
  • anthracene
  • atomic force microscopy

Fingerprint Dive into the research topics of 'Diacetylene Linked Anthracene Oligomers Synthesized by One-Shot Homocoupling of Trimethylsilyl on Cu(111)'. Together they form a unique fingerprint.

Cite this