Nitrogen Oxide Fluorides

Schmutzler, R.

doi:10.1002/anie.196804401

Cited by 29 publications

(8 citation statements)

References 98 publications

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“…The chemical shift of the prior signal is in good agreement with hydrogen fluoride adducts to nitrosyl fluoride . For example ONF ⋅ 3 HF exhibits a signal in the 19 F NMR spectrum at δ =−155 ppm, whereas neat ONF is observed at δ =478 ppm . Nitrosyl fluoride is presumably formed through the fluorination of the NO + ion by HF in solution, whereas the formed proton is distributed through the anhydrous hydrogen fluoride.…”

Section: Resultssupporting

confidence: 90%

“…[48] For example ONF·3HFe xhibits as ignal in the 19 FNMR spectrum at d = À155 ppm, whereas neat ONF is observed at d = 478 ppm. [48,49] Nitrosyl fluoridei sp resumably formed through the fluorinationo ft he NO + ion by HF in solution, whereas the formed protoni sd istributed through the anhydrous hydrogen fluoride. Various HF adducts to nitrosyl fluoride are known.…”

Section: Nmr Spectroscopymentioning

confidence: 99%

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NOUF₆ Revisited: A Comprehensive Study of a Hexafluoridouranate(V) Salt

Scheibe

Lippert

Rudel

et al. 2016

Chemistry A European J

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We have synthesized NOUF6 by direct reaction of NO with UF6 in anhydrous HF (aHF). Based on the unit cell volume and powder diffraction data, the compound was previously reported to be isotypic to O2 PtF6 , however, detailed structural data, such as the atom positions and all information that can be derived from those, were unavailable. We have therefore investigated the compound by using single-crystal and powder X-ray diffraction, IR, Raman, NMR, EPR, and photoluminescence spectroscopy, magnetic measurements, as well as chemical analysis, density determination, and quantum chemical calculations.

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Section: Resultssupporting

confidence: 90%

Section: Nmr Spectroscopymentioning

confidence: 99%

NOUF₆ Revisited: A Comprehensive Study of a Hexafluoridouranate(V) Salt

Scheibe

Lippert

Rudel

et al. 2016

Chemistry A European J

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“…Despite the utility of (diethylamino)sulfur trifluoride (DAST) [ 176 ], morpholinosulfur trifluoride and tetrabutylammonium fluoride (TBAF) [ 4 ] as nucleophilic fluorine sources, the high reactivity of alternative electrophilic fluorine sources, such as fluoroxysulfates and hypofluorites [ 177 – 179 ], renders their employment in synthesis problematic. The high demand for a safe, stable and highly reactive electrophilic fluorinating reagent prompted researchers to synthesize the first generation of electrophilic fluorination reagents, including fluoroxytrifluoromethane [ 180 ], fluorine perchlorate [ 181 ], xenon difluoride [ 182 ], nitrogen oxide fluorides [ 183 ] and several other hypofluorides [ 184 – 185 ] ( Fig. 8 ).…”

Section: Reviewmentioning

confidence: 99%

Photosensitized direct C–H fluorination and trifluoromethylation in organic synthesis

Yakubov

Barham

2020

Beilstein J. Org. Chem.

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The importance of fluorinated products in pharmaceutical and medicinal chemistry has necessitated the development of synthetic fluorination methods, of which direct C–H fluorination is among the most powerful. Despite the challenges and limitations associated with the direct fluorination of unactivated C–H bonds, appreciable advancements in manipulating the selectivity and reactivity have been made, especially via transition metal catalysis and photochemistry. Where transition metal catalysis provides one strategy for C–H bond activation, transition-metal-free photochemical C–H fluorination can provide a complementary selectivity via a radical mechanism that proceeds under milder conditions than thermal radical activation methods. One exciting development in C–F bond formation is the use of small-molecule photosensitizers, allowing the reactions i) to proceed under mild conditions, ii) to be user-friendly, iii) to be cost-effective and iv) to be more amenable to scalability than typical photoredox-catalyzed methods. In this review, we highlight photosensitized C–H fluorination as a recent strategy for the direct and remote activation of C–H (especially C(sp3)–H) bonds. To guide the readers, we present the developing mechanistic understandings of these reactions and exemplify concepts to assist the future planning of reactions.

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“…The data on the synthesis and properties of compounds of the general formula XONF 2 , where X = CF 3 , C 2 F 5 , Cl(CF 2 ) 2 , FOCH 2 , F 2 NOCH 2 , (CF 3 ) 2 N, FCO 2 , FSO 2 , SF 5 , published before 1976 have been surveyed in reviews. 27,28 Later, a method for the synthesis of N,N-difluoro-O-perfluoroalkylhydroxylamines by reaction of perfluroalkyl hypofluorites with difluoroamine ± alkali metal fluoride complexes has been developed. 75 N,N-Difluorohydroxylamine derivatives have also been synthesised by reactions of trifluoroamine oxide with fluoroalkenes in the presence of Lewis acids (BF 3 , AsF 5 , SbF 5 ).…”

Section: Derivatives Of Nn-dihalohydroxylaminesmentioning

confidence: 99%