Navigating electrochemical oxidative functionalization of olefins: selected mechanistic and synthetic examples
Chun Qi1, Marharyta Laktsevich-Iskryk2,3, Daniele Mazzarella1,2
1Department of Chemical Sciences, University of Padova, Via Francesco Marzolo 1, 35131, Padova, Italy.
Abstract:
The functionalization of olefins to form added-value compounds is a cornerstone of modern organic chemistry, promoting the synthesis of complex molecules from simple feedstock materials. In parallel, electrochemistry has emerged as a powerful and sustainable technique for enabling challenging transformations under mild conditions by generating reactive intermediates in a controlled manner. This review highlights recent advances in oxidative electrochemical methods for olefin functionalization, showcasing key developments that underscore the versatility of this approach. Using selected representative examples, we explore diverse mechanistic pathways, bond-forming strategies, and the integration of electrochemical techniques with catalytic systems. By providing a concise overview of this rapidly evolving field, we aim to inspire further innovation in electrochemical methodologies to expand the frontiers of olefin chemistry.
Related Concept Videos
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Oxidative Cleavage of Alkenes: Ozonolysis
Ozone is a symmetrical bent molecule stabilized by a resonance structure.
Preparation of Epoxides
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of...
Oxidation of Alkenes: Syn Dihydroxylation with Potassium Permanganate
Olefin Metathesis Polymerization: Overview
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists...


