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- Title
Structural proof of a [C–F–C]<sup>+</sup> fluoronium cation.
- Authors
Hoffmann, Kurt F.; Wiesner, Anja; Müller, Carsten; Steinhauer, Simon; Beckers, Helmut; Kazim, Muhammad; Pitts, Cody Ross; Lectka, Thomas; Riedel, Sebastian
- Abstract
Organic fluoronium ions can be described as positively charged molecules in which the most electronegative and least polarizable element fluorine engages in two partially covalent bonding interactions to two carbon centers. While recent solvolysis experiments and NMR spectroscopic studies on a metastable [C–F–C]+ fluoronium ion strongly support the divalent fluoronium structure over the alternative rapidly equilibrating classical carbocation, the model system has, to date, eluded crystallographic analysis to confirm this phenomenon in the solid state. Herein, we report the single crystal structure of a symmetrical [C–F–C]+ fluoronium cation. Besides its synthesis and crystallographic characterization as the [Sb2F11]− salt, vibrational spectra are discussed and a detailed analysis concerning the nature of the bonding situation in this fluoronium ion and its heavier halonium homologues is performed, which provides detailed insights on this molecular structure. Unlike other halogen atoms, the ability for fluorine to exist in a [C–X–C]+ connectivity pattern has only been shown in spectroscopic studies. Here the authors present a single crystal structure of a fluoronium cation, characterized by X-ray diffraction.
- Subjects
MOLECULAR structure; VIBRATIONAL spectra; CATIONS; SINGLE crystals; CRYSTAL structure
- Publication
Nature Communications, 2021, Vol 12, Issue 1, p1
- ISSN
2041-1723
- Publication type
Article
- DOI
10.1038/s41467-021-25592-6