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H-D exchange of pyrrolic NH protons prompted by fluoride in aprotic DMSO-d6

  • Sung Kuk Kim (Department of Chemistry and Research Institute of Natural Science, Gyeongsang National University)
  • Received : 2024.11.12
  • Accepted : 2024.11.28
  • Published : 2024.12.20

Abstract

The binding feature of bipyrrole-strapped calix[4]pyrrole 1 for the fluoride anion was examined by a combination of 1H and 19F NMR spectroscopy in DMSO-d6 . Receptor 1 was found to bind the fluoride anion with high affinity via two step-process. Fluoride binding to receptor 1 was proved to facilitate deuterium exchange of the pyrrolic protons in the nominally aprotic deuterated solvent of DMSO-d6.

Keywords

Acknowledgement

This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIT) (NRF-2022R1A4A1021817 to S.K.K.).

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