Protonated decafluorobenzophenone and the decafluorobenzophenone–arsenic pentafluoride adduct

The reaction of decafluorobenzophenone [perfluorobenzophenone, (C<sub>6</sub>F<sub>5</sub>)<sub>2</sub>CO] with AsF<sub>5</sub> in anhydrous HF yields the protonated salt [bis(2,3,4,5,6-pentafluorophenyl)methylidene]oxidanium hexafluoridoarsenate, (C<sub>6</sub>F<sub>5</sub>)<sub>2</sub>COH<sup>+</sup>[AsF<sub>6</sub>]<sup>-</sup>, whereas its reaction with AsF<sub>5</sub> in SO<sub>2</sub> affords the Lewis acid-base adduct decafluorobenzophenone-arsenic pentafluoride, (C<sub>6</sub>F<sub>5</sub>)<sub>2</sub>CO·AsF<sub>5</sub>. In both compounds, the decafluorobenzophenone moiety exhibits an elongated C=O bond [1.274 (2) and 1.2526 (15) Å in the salt and adduct, respectively]. The crystal structure of (C<sub>6</sub>F<sub>5</sub>)<sub>2</sub>COH<sup>+</sup>[AsF<sub>6</sub>]<sup>-</sup> features a short O-H...F hydrogen bond between the cation and the anion, and the crystal structure of (C<sub>6</sub>F<sub>5</sub>)<sub>2</sub>CO·AsF<sub>5</sub> represents a rare example of a ketone coordinated to the strong Lewis acid AsF<sub>5</sub>.

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Journal
Acta Crystallographica Section C Structural Chemistry
Published
2025-09-23
DOI
https://doi.org/10.1107/s2053229625007697
Citations
1
Primary Topic
Inorganic Fluorides and Related Compounds
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article
Field-Weighted Citation Impact
0.54
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article

Protonated decafluorobenzophenone and the decafluorobenzophenone–arsenic pentafluoride adduct

Erik Uran, Matic Lozinšek
1 citations
Acta Crystallographica Section C Structural Chemistry
Inorganic Fluorides and Related Compounds
0.54
article

Protonated decafluorobenzophenone and the decafluorobenzophenone–arsenic pentafluoride adduct

Erik Uran, Matic Lozinšek
article en
1 citations

Abstract

The reaction of decafluorobenzophenone [perfluorobenzophenone, (C<sub>6</sub>F<sub>5</sub>)<sub>2</sub>CO] with AsF<sub>5</sub> in anhydrous HF yields the protonated salt [bis(2,3,4,5,6-pentafluorophenyl)methylidene]oxidanium hexafluoridoarsenate, (C<sub>6</sub>F<sub>5</sub>)<sub>2</sub>COH<sup>+</sup>[AsF<sub>6</sub>]<sup>-</sup>, whereas its reaction with AsF<sub>5</sub> in SO<sub>2</sub> affords the Lewis acid-base adduct decafluorobenzophenone-arsenic pentafluoride, (C<sub>6</sub>F<sub>5</sub>)<sub>2</sub>CO·AsF<sub>5</sub>. In both compounds, the decafluorobenzophenone moiety exhibits an elongated C=O bond [1.274 (2) and 1.2526 (15) Å in the salt and adduct, respectively]. The crystal structure of (C<sub>6</sub>F<sub>5</sub>)<sub>2</sub>COH<sup>+</sup>[AsF<sub>6</sub>]<sup>-</sup> features a short O-H...F hydrogen bond between the cation and the anion, and the crystal structure of (C<sub>6</sub>F<sub>5</sub>)<sub>2</sub>CO·AsF<sub>5</sub> represents a rare example of a ketone coordinated to the strong Lewis acid AsF<sub>5</sub>.

Acta Crystallographica Section C Structural ChemistryVol. 81(10)
Jožef Stefan Institute (SI), Jožef Stefan International Postgraduate School (SI)
Openalex Percentile: Top 31%
Inorganic Fluorides and Related Compounds
0.54
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