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We report a general procedure for the direct mono- and di-hydrodefluorination of ArCF compounds. Exploiting the tunability of electrochemistry and the selectivity enabled by a Ni cathode, the deep reduction garners high selectivity with good to excellent yields up to gram scale. The late-stage peripheral editing of CF feedstocks to construct fluoromethyl moieties will aid the rapid diversification of lead-compounds and compound libraries.

Direct electrochemical hydrodefluorination of trifluoromethylketones enabled by non-protic conditions.

CFH groups are unique due to the combination of their lipophilic and hydrogen bonding properties. The strength of H-bonding is determined by the group to which it is appended. Several functional groups have been explored in this context including O, S, SO and SO to tune the intermolecular interaction.