Steering On-Surface Reactions by a Self-Assembly Approach

Qiwei Chen, Jacob R. Cramer, Jing Liu, Xin Jin, Peilin Liao*, Xiang Shao, Kurt V. Gothelf, Kai Wu

*Corresponding author for this work

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaperJournal articleResearchpeer-review

Abstract

4,4'-Bis(2,6-difluoropyridin-4-yl)-1,1':4',1 ''-terphenyl (BDFPTP) molecules underwent dehydrocyclization and covalent coupling reactions on Au(111) according to scanning tunneling microscopy (STM) measurements and density functional theory (DFT) calculations. Self-assembly of the reactants in well-defined molecular domains prior to reaction could greatly enhance the regioselectivity of the dehydrocyclization reaction and suppress defluorinated coupling, demonstrating that self-assembly can efficiently steer on-surface reactions. Such a strategy could be of great importance in surface chemistry and widely applied to control on-surface reactions.

Original languageEnglish
JournalAngewandte Chemie International Edition
Volume56
Issue18
Pages (from-to)5026-5030
Number of pages5
ISSN1433-7851
DOIs
Publication statusPublished - 24 Apr 2017

Keywords

  • density functional theory
  • dehydrocyclization
  • on-surface reaction
  • scanning tunneling microscope
  • self-assembly
  • TERMINAL ALKYNES
  • METAL-SURFACES
  • MOLECULAR WIRES
  • AU(111) SURFACE
  • NOBLE-METAL
  • COVALENT
  • POLYMERIZATION
  • NANOSTRUCTURES
  • POLYPHENYLENE

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