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Fluoronium

Ion

Fluoronium

Ion

The fluoronium ion is an inorganic cation with the chemical formula . It is one of the cations found in fluoroantimonic acid. The structure of the salt with the anion, has been determined. The fluoronium ion is isoelectronic with the water molecule and the azanide ion.

The term can also refer to organyl substituted species of type H––R, R––R, or R2C=F+. In contrast to the heavier halogens, which have long been known to form open-chain halonium ions (such as [Me2Cl]+[Al(OTeF5)4]–) as well as cyclic haliranium ions, fluorine was not believed to form fluoronium ions of type R––R until the recent characterization of a fluoronium ion locked in a designed cage structure by Lectka and coworkers. Recent solvolysis experiments and NMR spectroscopic studies on a metastable [C–F–C]+ fluoronium ion strongly support the dicoordinated fluoronium structure over the alternative rapidly equilibrating classical carbocation. Definitive structural proof of the symmetrical [C–F–C]+ was reported by Riedel, Lectka, and coworkers by single crystal X-ray diffraction analysis. Besides its synthesis and crystallographic characterization as the [Sb2F11]− salt, vibrational spectra could be recorded and a detailed analysis concerning the nature of the bonding situation in this fluoronium ion and its heavier halonium homologues was reported.

References

A C<sub>s</sub>-symmetrical fluoronium ion characterized by Lectka and coworkers

References

  1. (March 2002). "The Nature of Superacid Electrophilic Species in HF/SbF5: A Density Functional Theory Study". Journal of the American Chemical Society.
  2. (1988). "The Fluoronium Ions H2F+ and {{chem". Angewandte Chemie.
  3. (1973). "SCF LCGO MO studies on the fluoronium ion {{chem". Theoretical Chemistry Accounts: Theory, Computation, and Modeling.
  4. (2019). "A Very Strong Methylation Agent: [Me2Cl][Al(OTeF5)4]". Angewandte Chemie International Edition.
  5. (2018-02-12). "Spectroscopic Characterization of a [C−F−C]+ Fluoronium Ion in Solution". Angewandte Chemie International Edition.
  6. (2021-09-06). "Structural proof of a [C–F–C]+ fluoronium cation". Nature Communications.
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