26735-53-5Relevant academic research and scientific papers
Metathesis Reactions between Heavy d-8 Fluorides and I(III)-Pyridine Complexes
Albayer, Mohammad,Armendariz-Vidales, Georgina,Dutton, Jason L.,Hogan, Conor F.,Sharp-Bucknall, Lachlan,Withanage, Nilan
, (2020)
The reaction between trans-[AuF2(pyridine)2]+ and [PhI(pyridine)2]2+ results in the formation of PhIF2 and [Au(pyridine)4]3+. Investigation of the reaction pathway using model Pd and Pt analogues of the gold complex indicate that the most likely mechanism is attack by the Au-F onto the I(III), rather than a redox process. This demonstrates that the Au(III)-F fragment can behave in a nucleophilic manner even in a relatively electron-poor cationic complex.
Apparent electrophilic fluorination of 1,3-dicarbonyl compounds using nucleophilic fluoride mediated by PhI(OAc)2
Nash, Toby J.,Pattison, Graham
, p. 3779 - 3786 (2015/06/16)
The apparent electrophilic fluorination of 1,3-dicarbonyl compounds using Et3N·3HF as a nucleophilic fluoride source is reported. This reaction requires PhI(OAc)2 as oxidant and can be conducted safely in standard laboratory glassware. Alternative selectivity compared to Selectfluor was observed in some cases. This approach may reduce our reliance on difficult-to-handle fluorine gas and expensive electrophilic fluorinating agents derived from elemental fluorine. Mechanistic analysis related to the active fluorinating species and fluoride/acetate exchange is presented. The apparent electrophilic fluorination of 1,3-dicarbonyl compounds using Et3N·3HF mediated by the in-situ formation of PhIF2 from PhI(OAc)2 is reported. This can be performed safely in standard laboratory glassware, and this approach may reduce our reliance on difficult-to-handle fluorine gas and expensive electrophilic fluorinating agents derived from elemental fluorine.
Targeted fluorination with the fluoride ion by manganese-catalyzed decarboxylation
Huang, Xiongyi,Liu, Wei,Hooker, Jacob M.,Groves, John T.
supporting information, p. 5241 - 5245 (2015/04/27)
We describe the first catalytic decarboxylative fluorination reaction based on the nucleophilic fluoride ion. The reported method allows the facile replacement of various aliphatic carboxylic acid groups with fluorine. Moreover, the potential of this method for PET imaging has been demonstrated by the successful 18F labeling of a variety of carboxylic acids with radiochemical conversions up to 50-%, representing a targeted decarboxylative 18F labeling method with no-carrier-added [18F]fluoride. Mechanistic probes suggest that the reaction proceeds through the interaction of the manganese catalyst with iodine(III) carboxylates formed in situ from iodosylbenzene and the carboxylic acid substrates. Nucleophile first: An efficient manganese porphyrin catalyzed decarboxylative fluorination reaction based on a nucleophilic fluorine source is described. The potential of the described method for use in PET imaging has been demonstrated by the successful 18F labeling of various aliphatic carboxylic acids, representing the first decarboxylative 18F labeling method with no-carrier-added [18F]fluoride.
A method for detecting water in organic solvents
Sun, Haoran,Wang, Bijia,Dimagno, Stephen G.
supporting information; experimental part, p. 4413 - 4416 (2009/05/27)
(Chemical Equation Presented) The potent dehydrating ability of difluoro(aryl)-λ3-iodanes is exploited to develop a convenient 19F-NMR-based aquametry method that is more sensitive than coulometric Karl Fischer titration. The key difluoro(aryl)-λ3- iodane reagents are synthesized readily from commercially available and inexpensive precursors.
A practical synthetic method of iodoarene difluorides without fluorine gas and mercury salts
Sawaguchi, Masanori,Ayuba, Shinichi,Hara, Shoji
, p. 1802 - 1803 (2007/10/03)
Iodoarene difluorides were synthesized in three steps from the corresponding iodoarenes without the use of dangerous reagents such as fluorine gas of harmful mercury salts.
