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Electrochemically activated insertion of fluoroalkyl groups into organic and inorganic substrates

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Abstract

This article summarizes and correlates information on electrochemical processes of fluoroalkylation of organic and inorganic compounds, based on cathodic and anodic activation of fluoroalkyl halides RFHal. The electrochemical behavior of RFHal under various conditions is examined, as well as the interaction of fluoroalkyl radicals, generated in cathodic reduction of RFHal, with various nucleophiles (thiophenolates, phenolates, anionic nitrogen-containing heterocycles, their methylene bases, etc.); with ethylenic, acetylenic, and carbonyl compounds; and with “small” molecules (CO2, O2, SO2, CS2). Possible mechanisms of such processes are examined critically, along with prospects for further development of this new direction in research.

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L. V. Pisarzhevskii Institute of Physical Chemistry, National Academy of Sciences of Ukraine, 31 Prospect Nauki, Kiev 252039, Ukraine. Translated from Teoreticheskaya i Éksperimental’naya Khimiya, Vol. 35, No. 1, pp. 17–34, January–February, 1999.

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Koshechko, V.G., Kiprianova, L.A. Electrochemically activated insertion of fluoroalkyl groups into organic and inorganic substrates. Theor Exp Chem 35, 18–36 (1999). https://doi.org/10.1007/BF02511124

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