Mechanistic Understanding of Electrocatalytic Vinylcyclopropane Rearrangement

Electron-catalyzed reactions induced by electrochemical methods, i. e., electrocatalytic reactions, are a focus of interest in organic chemical synthesis. Since some electrolysis parameters (current, potential and coulomb amount) can be monitored and controlled and electrochemical measurement techniques are well established, we can obtain mechanistic insights into electron-catalyzed (electrocatalytic) reactions. Using these advantages, we have investigated radical cation vinylcyclopropane rearrangements. The desired rearrangement proceeded by a catalytic coulomb amount. The synthetic outcomes and electrochemical measurements suggested that the rearrangement proceeded at the anode region via a radical cation chain mechanism. The key to the electrocatalytic rearrangement was the structure of the substrate.

Automated summary

Electrocatalytic reactions, induced by electron-catalyzed reactions using electrochemical methods, are a focus of interest in organic chemical synthesis. The study on radical cation vinylcyclopropane rearrangements showed that the desired rearrangement proceeded by a catalytic coulomb amount at the anode region via a radical cation chain mechanism, with the structure of the substrate playing a key role in the electrocatalytic rearrangement.