Pinning-down molecules in their self-assemblies with multiple weak hydrogen bonds of CH⋯F and CH⋯N

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  • Xin Jin, Peking University
  • ,
  • Jacob R. Cramer, Danish-Chinese Centre for Self-Assembly and Function of Molecular, Nanostructures on Surfaces Interdisciplinary Nanoscience Center (INANO)
  • ,
  • Qi Wei Chen, Peking University
  • ,
  • Hai Lin Liang, Peking University
  • ,
  • Jian Shang, Peking University
  • ,
  • Xiang Shao, University of Science and Technology of China
  • ,
  • Wei Chen, National University of Singapore, SPURc
  • ,
  • Guo Qin Xu, SPURc, National University of Singapore
  • ,
  • Kurt V. Gothelf
  • Kai Wu, SPURc, Peking University

Two-dimensional self-assemblies of four partially fluorinated molecules, 1,4-bis(2,6-difluoropyridin-4-yl)benzene, 4,4'-bis(2,6-difluoropyridin-4-yl)-1,1'-biphenyl, 4,4'-bis(2,6-difluoropyridin-4-yl)-1,1':4',1″-terphenyl and 4,4'-bis(2,6-difluoropyridin-3-yl)-1,1'-biphenyl, involving weak intermolecular C. H⋯F and C. H⋯N hydrogen bonds were systematically investigated on Au(111) with low-temperature scanning tunneling microscopy. The inter-molecular connecting modes and binding sites were closely related to the backbones of the building blocks, . i.e., the molecule length determines its binding sites with neighboring molecules in the assemblies while the attaching positions of the N and F atoms dictate its approaching and docking angles. The experimental results demonstrate that multiple weak hydrogen bonds such as C. H⋯F and C. H⋯N can be efficiently applied to tune the molecular orientations and the self-assembly structures accordingly.

Original languageEnglish
JournalChinese Chemical Letters
Volume28
Issue3
Pages (from-to)525-530
Number of pages6
ISSN1001-8417
DOIs
Publication statusPublished - 2017

    Research areas

  • Fluorinated pyridyl molecules, Grouped hydrogen bonds, Molecular design, Molecular self-assembly, Scanning tunneling microscopy

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