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Synthesis and characterization of tetraphenylammonium salts

Author

Listed:
  • Hikaru Fujita

    (Kanazawa University)

  • Ozora Sasamoto

    (Kanazawa University)

  • Shiori Kobayashi

    (Kanazawa University)

  • Masanori Kitamura

    (Kanazawa University
    Matsuyama University)

  • Munetaka Kunishima

    (Kanazawa University)

Abstract

The phenyl (Ph) group is a representative substituent in the field of organic chemistry as benzene (the parent molecule) is of fundamental importance. Simple Ph-substituted compounds of common chemical elements are well known. However, extensive structural characterization of tetraphenylammonium (Ph4N+) salts has not been reported. Herein, the synthesis of Ph4N+ salts and their characterization data including the 1H and 13C nuclear magnetic resonance (NMR) spectra and the single-crystal X-ray structure have been presented. An intermolecular radical coupling reaction between an aryl radical and a triarylammoniumyl radical cation was conducted to synthesize the target moieties. The Ph4N+ salts described herein are the simplest tetraarylammonium (Ar4N+) salts known. The results reported herein can potentially help access the otherwise inaccessible non-bridged Ar4N+ salts, a new class of rigid and sterically hindered organic cations.

Suggested Citation

  • Hikaru Fujita & Ozora Sasamoto & Shiori Kobayashi & Masanori Kitamura & Munetaka Kunishima, 2022. "Synthesis and characterization of tetraphenylammonium salts," Nature Communications, Nature, vol. 13(1), pages 1-7, December.
    • Handle: RePEc:nat:natcom:v:13:y:2022:i:1:d:10.1038_s41467-022-30282-y
    DOI: 10.1038/s41467-022-30282-y
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