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

No Thumbnail Available

Access rights

openAccess

URL

Journal Title

Journal ISSN

Volume Title

A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

Date

2018-08-07

Major/Subject

Mcode

Degree programme

Language

en

Pages

8791−8797

Series

ACS NANO, Volume 12, issue 8

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.

Description

Keywords

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

Other note

Citation

Kawai, S, Krejci, O, Foster, A, Pawlak, R, Xu, F, Peng, L, Orita, A & Meyer, E 2018, ' Diacetylene Linked Anthracene Oligomers Synthesized by One-Shot Homocoupling of Trimethylsilyl on Cu(111) ', ACS Nano, vol. 12, no. 8, pp. 8791−8797 . https://doi.org/10.1021/acsnano.8b05116