Tweezer-type binding cavity formed by the helical folding of a carbazole-pyridine oligomer

Hye Jin Jang, Seungwon Lee, Byung Jun An, Geunmoo Song, Hae Geun Jeon, Kyu Sung Jeong

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)


We have synthesised a new aromatic foldamer based on the carbazole-pyridine oligomers that adopt helical conformations via dipole-dipole interactions and π-stacking between two ethynyl bond-linked monomers. This foldamer scaffold has been further modified into a synthetic receptor with a tweezer-type binding cavity outside the helical backbone upon folding, in contrast to most aromatic foldamers with internal binding cavities. The tweezer-type cavity is composed of two parallel pyrenyl planes, allowing for the intercalation of a naphthalenediimide guest via π-stacking and CH⋯O interactions, as demonstrated using its 1H NMR spectra and X-ray crystal structure.

Original languageEnglish
Pages (from-to)1410-1413
Number of pages4
JournalChemical Communications
Issue number9
Publication statusPublished - 2022 Jan 28

Bibliographical note

Funding Information:
This study was supported by a grant from the National Research Foundation of Korea (NRF), which was funded by the Korean government ((MSIT) 2021R1A2C109359111). The authors thank the Pohang Accelerator Laboratory (PAL) for beamline time (2018-1st-2D-012, 2021-3rd-2D-029).

Publisher Copyright:
© The Royal Society of Chemistry.

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry


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