The formyloxyl radical: electrophilicity, C-H bond activation and anti-Markovnikov selectivity in the oxidation of aliphatic alkenes.

ABSTRACT: In the past the formyloxyl radical, HC(O)O˙, had only been rarely experimentally observed, and those studies were theoretical-spectroscopic in the context of electronic structure. The absence of a convenient method for the preparation of the formyloxyl radical has precluded investigations into its reactivity towards organic substrates. Very recently, we discovered that HC(O)O˙ is formed in the anodic electrochemical oxidation of formic acid/lithium formate. Using a [Co^IIIW₁₂O₄₀]^5- polyanion catalyst, this led to the formation of phenyl formate from benzene. Here, we present our studies into the reactivity of electrochemically in situ generated HC(O)O˙ with organic substrates. Reactions with benzene and a selection of substituted derivative

SUBMITTER: Somekh M 

PROVIDER: S-EPMC8162753 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature