Journal of Electroanalytical Chemistry, Vol.593, No.1-2, 43-46, 2006
Electrolytic partial fluorination of organic compounds. Part 85. Anodic gem-difluorination of hydrazones using Et4NI as a mediator
Anodic gem-difluorination of hydrazones in Et4NF-5HF/CH2Cl2 in the presence of Et4NI was successfully carried out to provide the corresponding gem-difluorinated products in moderate to good yields. On the other hand, no gem-difluorinated products were obtained in the absence of Et4NI. Although a catalytic current was not observed in the cyclic voltammetry of Et4NI in the presence of a hydrazone, a controlled potential electrolysis of the hydrazone showed that Et4NI acted as a mediator in the anodic gem-difluorination of hydrazones. (c) 2006 Elsevier B.V. All rights reserved.
Keywords:electrochemical fluorination;anodic gem-difluorination;hydrazone;mediator;controlled potential electrolysis