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Anodic methoxylation of several organic compounds has been successfully achieved in the absence of intentionally added supporting electrolyte using an electrochemical microflow system.

The "cation flow" method, in which highly reactive carbocations are generated in the absence of nucleophiles by low temperature electrolysis and are allowed to react with carbon nucleophiles in the microflow system to achieve direct electrooxidative C À C bond formation, has been developed. As an extension of the cation flow method, an electrochemical paired microflow system that involves concurrent anodic generation of carbocations and cathodic generation of carbon nucleophiles followed by their reactions to achieve straightforward C À C bond formation has also been developed.

"Cation pools" of diarylcarbenium ions have been generated by the oxidative C-H bond dissociation of diarylmethanes using anodic oxidation. "Diarylcarbenium ion pools" thus generated react with various nucleophiles, such as allylsilanes, ketene silyl acetals, and aromatic compounds. The reductive homocoupling of the "diarylcarbenium ion pool" has been achieved. The dimer thus obtained also serves as a precursor of the "diarylcarbenium ion pool" via oxidative C-C bond dissociation. [reaction: see text]

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