Trifluoromethyl groups, electrochemical

Trimethyltrifluoromethylsilane, which is now generally referred to as Ruppert s reagent [92], has been widely investigated [93-96] as an intermediate for transferring the trifluoromethyl group as a nucleophile, thus compensating for the deficiencies of poly-fluoroalkyl Grignard or lithium derivatives. This approach also complements other methods for transfer of trifluoromethide ion. A variety of procedures have now been developed for the synthesis of this compound but the electrochemical procedure [93]... 

Chen JC, Chiang CJ, Liu YC. Synthesis, optical and electrochemical properties of novel hole-blocking poly(biphenylene-1,3,4-oxadiazole) containing electron-withdrawing trifluoromethyl groups. Synth Met 2010 160(17-18) 1953-61. 

The electrochemical properties of 1 allow it to give rise to electrochemiluminescence [69]. When a solution of 1 is treated with coreactants, such as benzoyl peroxide or arylamine, an intense blue light is generated. In addition, simple corannulene derivative l,2-bis(trifluoromethyl)corannulene (23c) can potentially be applied as a electrically conductive material. The electron-accepting ability of trifluoromethyl groups cause 23c to have charge-carrier mobility displays as >0.9 cm V s [41]. 

Using electrochemical reduction procedures, bipyridine is obtained in 75% yield [20]. Substrates having trifluoromethyl group behave similarly [21],... 

Aromatic perfluoroaLkylation can be effected by fluorinated aUphatics via different techniques. One category features copper-assisted coupling of aryl hahdes with perfluoroalkyl iodides (eg, CF I) (111,112) or difluoromethane derivatives such as CF2Br2 (Burton s reagent) (113,114), as well as electrochemical trifluoromethylation using CF Br with a sacrificial copper anode (115). Extmsion of spacer groups attached to the fluoroalkyl moiety, eg,... 

In their search for oxygen carrying agents with favourable characteristics in terms of emulsifiability and pharmacodynamic properties, the same group reported [83] the first electrochemical synthesis of the bridge-head nitrogen compounds perfluoroquinolizidine and 4-(trifluoromethyl)-perfluoroquinolizidine. 

Aliphatic a, oydienes, activated with ester groups at both terminal positions, undergo trifluoromethylation with cyclization dunng electrochemical oxidation with sodium tnfluoroacelate [79] (equation 70). 

Chemical modification of diamond electrode surfaces has also been accomplished by the reduction of diazonium salts, as discussed previously. Kuo et al. showed that substituted phenyl groups can be covalently attached to hydrogen-terminated, boron-doped diamond electrodes during the electrochemical reduction of substituted phenyl diazonium salts in acetonitrile (see Fig. 3) [51]. Diamond electrodes were modified with nitrophenyl, nitroa-zobenzene and trifluoromethyl phenyl ad-molecules, and all showed strong XPS signals for surface nitrogen (N Is, 402 eV)... 

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