383-27-7Relevant 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.
Development of triarylamine mediator having ionic-tag and its application to electrocatalytic reaction in ionic liquid
Takahashi, Kohta,Furusawa, Takashi,Sawamura, Takahiro,Kuribayashi, Shunsuke,Inagi, Shinsuke,Fuchigami, Toshio
experimental part, p. 47 - 53 (2012/10/18)
Novel triarylamine (Ar3N) mediators bearing an ionic-tag moiety were synthesized from 4,4′-dibromotriphenylamine. Their electrochemical properties were investigated by cyclic voltammetry both in organic solvent and ionic liquid HF salt. The electrocatalytic reactions such as deprotection and fluorodesulfurization of dithioacetals were successfully carried out using these Ar3N mediators in an undivided cell at room temperature.
Use of Task-Specific Ionic liquid for selective electrocatalytic fluorination
Sawamura, Takahiro,Kuribayashi, Shunsuke,Lnagi, Shinsuke,Fuchigami, Toshio
supporting information; experimental part, p. 644 - 646 (2010/07/03)
[Chemical equation presented] Highly selective indirect anodic fluorination of organic compounds was successfully carried out for the first time by using a task-specific ionic liquid of iodoarene as a mediator in ionic liquid hydrogen fluoride salts.
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.
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
gem-Difluorination of 2,2-diaryl-1,3-dithiolanes by Selectfluor and pyridinium polyhydrogen fluoride
Reddy, V. Prakash,Alleti, Ramesh,Perambuduru, Meher K.,Welz-Biermann, Urs,Buchholz, Herwig,Prakash, G. K. Surya
, p. 654 - 656 (2007/10/03)
2,2-Diaryl-1,3-dithiolanes, readily obtainable from diaryl ketones, were transformed into the corresponding gem-difluoro compounds using a novel reagent combination involving Selectfluor and pyridinium polyhydrogen fluoride (PPHF) under mild conditions in moderate to good yields. The Royal Society of Chemistry 2005.
Electrolytic partial fluorination of organic compounds. 20. Electrosynthesis of novel hypervalent iodobenzene chlorofluoride derivatives and its application to indirect anodic gem-difluorination
Fujita, Toshiyasu,Fuchigami, Toshio
, p. 4725 - 4728 (2007/10/03)
Electrosynthesis of novel hypervalent iodobenzene chlorofluorides was successfully performed for the first time and it was demonstrated that p-methoxyiodobenzene chlorofluoride could be used as a mediator for indirect anodic gem-difluorination of dithioacetals.
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.
