Journal of the Korean Magnetic Resonance Society (한국자기공명학회논문지)

Korean Magnetic Resonance Society (한국자기공명학회)
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Synthesis of a small molecular cage consisting of three aminomethyl pyrroles and its selective fluoride recognition

  • Nam Jung, Heo (Department of Chemistry and Research Institute of Natural Science, Gyeongsang National University) ;
  • Hye Jin, Han (Department of Chemistry and Research Institute of Natural Science, Gyeongsang National University) ;
  • Jaewon, Choi (Department of Chemistry and Research Institute of Natural Science, Gyeongsang National University) ;
  • Sung Kuk, Kim (Department of Chemistry and Research Institute of Natural Science, Gyeongsang National University)
  • Received : 2022.10.24
  • Accepted : 2022.11.08
  • Published : 2022.12.20
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Abstract

A small cage-like molecule (2) composed of three aminomethyl pyrroles and two hexa-substituted benzenes has been prepared by reduction of its iminopyrrole analogue (1) using NaBH4. It was revealed by 1H NMR spectroscopic analyses that cage molecule 2 strongly binds the fluoride anion in polar DMSO-d6 relative to CDCl3. Compared to that of compound 1, the lowered affinity of 2 for the fluoride anion is attributable to its increased electron density resulting from the production of thesecondary amine groups.

Keywords

Acknowledgement

This work was supported by the Gyeongsang National University Fund for Professors on Sabbatical Leave, 2022.

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