19F NMR and UV studies of xenon difluoride solution-vessel stability and its relevance to the fluorination of organic substrates

Shaw, Maxine M.; Smith, Rachel G.; Ramsden, Christopher A.

doi:10.3998/ark.5550190.0012.a18

Cited by 7 publications

(3 citation statements)

References 12 publications

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Section: Vessel Effects Involving Xenon Difluoride and Hypervalent Io...mentioning

confidence: 99%

“…NMR has been the primary analytical tool, but UV-Vis spectroscopy has also been used. 97 The results have recently been described in an account reviewing their results in detail and giving an extended overview of the inuence of vessel material and solvents on the outcome of reactions with XeF 2 . 98 Lu and Pike synthesized [ 18 F] xenon diuoride and studied it as a reagent for introducing 18 F in organic compounds via uorinations of silyl enol ethers (similar to Ramsden et al vide supra).…”

Section: Vessel Effects Involving Xenon Difluoride and Hypervalent Io...mentioning

confidence: 99%

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Vessel effects in organic chemical reactions; a century-old, overlooked phenomenon

Nielsen

Pedersen

2022

Chem. Sci.

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Section: Vessel Effects Involving Xenon Difluoride and Hypervalent Io...mentioning

confidence: 99%

Section: Vessel Effects Involving Xenon Difluoride and Hypervalent Io...mentioning

confidence: 99%

Vessel effects in organic chemical reactions; a century-old, overlooked phenomenon

Nielsen

Pedersen

2022

Chem. Sci.

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“…Fluorine-19 NMR spectroscopy was employed to examine the stability of XeF 2 in various solvents (CH 2 Cl 2 , CHCl 3 , CFCl 3 , CH 3 CN, H 2 O, C 6 F 6 , and the corresponding deuterated solvents) using a range of sample tube materials (FEP, Pyrex, quartz). 36 Although FEP tubes resulted in good stability, decomposition occured in Pyrex tubes within a few hours unless CH 3 CN was used as the solvent. Instability was attributed to coordination of XeF 2 to Lewis acid sites on the glass surface.…”

Section: Synthetic Applications Of Noble-gas Compoundsmentioning

confidence: 99%

Noble gases

Schrobilgen

Brock

2012

Annu. Rep. Prog. Chem., Sect. A: Inorg. Chem.

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This Chapter provides a digest of the literature reported during 2011 concerning the noble-gases with emphases placed on the syntheses, isolation, and characterisations of new noble-gas compounds. Its intent is to highlight discovery and provide insight into current research trends in the field of noble-gas chemistry. HighlightsHighlights include: the syntheses and characterisations of the mixed Xe II /Xe IV complexes a-XeOF 4 ÁXeF 2 and b-XeOF 4 ÁXeF 2 ; and XeO 2 , the missing oxide of xenon.An entertaining and informative book has recently been published which vividly describes the history of the discovery the noble gases, their properties, and uses from the perspective of the author, a geophysicist, who has worked with the noble gases for ca. 50 years. 1 However, the book is a disappointment to the chemist in that the rich chemistry associated with the noble-gases has been ignored and denied as we approach the 50th anniversary of the discovery of noble-gas reactivity (March 23, 1962). In his book, David E. Fisher states: (1) ' '[This] is the story of the discovery and uses of the noble gases, a group of elements vanishingly rare on our planet which in fact do nothing.'' and (2) ''Á Á Áthe noble gases, which don't do anything, which don't react either chemically or biologicallyÁ Á Á''. As is apparent from the present and prior Annual Reports, this, fortunately, is not the case. An excellent review of this book has recently appeared and should be consulted. 2 Syntheses of new noble-gas compoundsThe interaction of XeF 2 with excess XeOF 4 resulted in the mixed oxidation state complexes, a-XeOF 4 ÁXeF 2 and b-XeOF 4 ÁXeF 2 . 3 The more stable a-phase was characterized by X-ray crystallography and showed that the XeF 2 molecules are symmetrically coordinated through their F ligands to the Xe(VI) atoms of the XeOF 4 molecules which are, in turn, coordinated to four XeF 2 molecules (Fig. 1). A second, high-temperature phase, b-XeOF 4 ÁXeF 2 , was identified in admixture with a-XeOF 4 Á

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Electrophilic and Oxidative Fluorination of Aromatic Compounds

Zaikin

Borodkin

2019

Late-Stage Fluorination of Bioactive Molecules and Biologically-Relevant Substrates

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19F NMR and UV studies of xenon difluoride solution-vessel stability and its relevance to the fluorination of organic substrates

Cited by 7 publications

References 12 publications

Vessel effects in organic chemical reactions; a century-old, overlooked phenomenon

Vessel effects in organic chemical reactions; a century-old, overlooked phenomenon

Noble gases

Electrophilic and Oxidative Fluorination of Aromatic Compounds

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