79485-22-6Relevant academic research and scientific papers
Electrochemical fluorination using halogen mediators in ionic liquid hydrogen fluoride salt
Takahashi, Kohta,Inagi, Shinsuke,Fuchigami, Toshio
, p. G3046-G3052 (2013/07/05)
In order to utilize ammomium halides (Et4NX, X=Cl, Br, I) as halogenmediator for electrocatalytic fluorination, cyclic voltammetry measurements of the halides were investigated. The catalytic current of the halides in the presence of a dithioacatal compound was observed and the macro-scale electrolysis of dithioacetals using the halogen mediator was also carried out in ionic liquid hydrogen fluoride (HF) salt to give the corresponding fluorinated products in excellent yields. The recycle use of the halogen mediator in the electrochemical fluorination was successfully demonstrated. More inexpensive halides such as potassium bromide and potassium iodide could be soluble in HF salt and worked well as halogen mediator for the electrocatalytic fluorination.
Recyclable polymer-supported iodobenzene-mediated electrocatalytic fluorination in ionic liquid
Sawamura, Takahiro,Kuribayashi, Shunsuke,Inagi, Shinsuke,Fuchigami, Toshio
experimental part, p. 2757 - 2760 (2010/12/25)
The electrochemical fluorination of organosulfur compounds in triethylamine/hydrofluoric acid (Et3N-5HF) with polystyrene-supported iodobenzene (PSIB) and tetraethylammonium chloride (Et4NCl) was performed successfully in an undivided cell under constant current conditions to afford the corresponding fluorinated compounds in moderate to good yields. Recycle use of the PSIB could be achieved due to its easy separation. Notably, the mediatory activity of the iodobenzene derivative was not appreciably changed even after 10 recycle uses.
Fluorinating cleavage of solid phase linkers for combinatorial synthesis
Wiehn, Matthias S.,Lindell, Stephen D.,Braese, Stefan
supporting information; experimental part, p. 8120 - 8122 (2009/04/13)
(Figure Presented) Multitasking: A new preparative route to fluorine-containing compounds combines the advantages ofsolid-phase synthesis with the incorporation off luorine at the end ofthe synthetic route. A sulfur linker enables simultaneous fluorination of the target structures in the cleavage step. As it is stable under different reaction conditions, the linker has potential in the combinatorial synthesis off luorinated drug structures.
Direct nucleophilic fluorination of carbonyl groups of benzophenones and benzils with Deoxofluor
Chang, Ying,Tewari, Amit,Adi, Avi-Izak,Bae, Chulsung
, p. 9837 - 9842 (2008/12/22)
The carbonyl groups of diaryl ketones and diaryl diketones were directly fluorinated with bis(2-methoxyethyl)aminosulfur trifluoride (Deoxofluor) under neat conditions to give the corresponding gem-difluorides and tetrafluorinated derivatives in moderate
Electrolytic Partial Fluorination of Organic Compounds. 14. The First Electrosynthesis of Hypervalent Iodobenzene Difluoride Derivatives and Its Application to Indirect Anodic gem-Difluorination
Fuchigami, Toshio,Fujita, Toshiyasu
, p. 7190 - 7192 (2007/10/02)
The electrosynthesis of hypervalent iodobenzene difluorides was accomplished by anodic oxidation of p-nitro- and p-methoxyiodobenzenes with Et3N*3HF in anhydrous acetonitrile, and p-methoxyiodobenzene difluoride was used as a mediator for indirect anodic
Anodic gem-Difluorination of Dithioacetals
Yoshiyama, Tomonori,Fuchigami, Toshio
, p. 1995 - 1998 (2007/10/02)
Anodic desulfurization of dithioacetals of ketones in the presence of Et3N*3HF provided the corresponding gem-difluorocompounds while dithioacetals of aromatic and aliphatic aldehydes gave gem-difluorothioethers and monofluoro thioether, respectively.
Stable Carbenium Ions, 26. - Diarylfluorocarbenium Ions - 19F-NMR-spectroscopic Determination of Substituent Effects in p-substituted Diarylcarbenium Ions
Volz, Heinrich,Mayer, Wilhelm Dietrich
, p. 1407 - 1414 (2007/10/02)
Diarylfluorocarbenium hexafluoroantimonates have been prepared as crystalline salts and are characterised.The 19F-chemical shift of the methine fluoroatom is used as a measure of the relative stability of the studied carbenium ions.The relations of this m
