Unique solvent effects on selective electrochemical fluorination of organic compounds

Effects of Alkyl Chain Length on Properties of 1‐Alkyl‐3‐methylimidazolium Fluorohydrogenate Ionic Liquid Crystals

“…Such materials are potential electrolytes in electrochemical systems in which the diffusion of (FH) n F À is involved with electrode reactions including fluorohydrognate fuel cells [18] and electrochemical fluorination. [19] The imidazolium cations with a normal alkyl chain were chosen because the simple structure with high chemical and electrochemical stability is preferable to see the effects of alkyl chain length on liquid crystalline behavior. [1] Physicochemical properties and structures of the obtained fluorohydrogenate salts were studied by IR spectroscopy, differential scanning calorimetry (DSC), polarized optical microscopy (POM), and X-ray diffraction (XRD).…”

Fluoro-Pummerer rearrangement and analogous reactions

“…The use of DME markedly increased the selectivity and yields of fluorination reactions of 47 because DME stabilizes the anodically generated radical cation C and facilitates the formation of the sulfonium ion D. Therefore, a-fluorination of D proceeded to form 49 without desulfurization in DME, while desulfurizationfluorination to give 48 took place in dichloromethane [81,82] (Scheme 25).…”

Galvanostatic and potentiostatic fluorination of 2-indanone, 1-indanone and 1,3-indandione in Et3N · 4HF medium. Adsorption effects on yield and product selectivity

“…Selective electrochemical fluorination (SEF) is conveniently carried out using platinum anodes in different fluoride media such as Et 3 N Á nHF and Et 4 NF Á mHF [11][12][13][14][15][16]. However, in Et 3 N Á 4HF medium, the background current on platinum anode increases sharply above 1.5 V itself (Fig.…”