Anodic Functionalization of Alkenes Catalysed by Diselenides

Beschreibung

In our current day and age, focus on sustainable and environmentally benign industrial processes has become increasingly relevant. Electrochemistry, which makes use of electrons and electron holes as reduction and oxidation equivalents, has gained attention as a powerful method to address these topics. Since the synthesis and usage of highly reactive, hazardous, and often times toxic redox reagents is circumvented, electrochemistry embodies the core principles of green chemistry. By decreasing the amount of waste products and increasing the overall atom and step economy of a chemical reaction further principles are met. During electrosynthesis, highly reactive species are generated in situ in small amounts at the diffusion layer which can be monitored via real time analysis allowing for the perception of electrochemical and chemical reaction steps. This leads to the elucidation and, therefore, deeper understanding of the reaction mechanism, highlighting an additional benefit of electrochemistry. In case of the direct electrosynthesis there are some downsides. Sometimes a high overpotential is applied, which can lead to decreased selectivity and functional group tolerance. This can be avoided by using redox mediators allowing for an indirect electrosynthesis. In this case, the electrode acts as outer sphere oxidant/reductant and oxidizes/reduces the mediator (i.e. catalyst), which in turn could selectively undergo a redox reaction with the substrate. The heterogeneous electron transfer step is coupled with a homogenous redox reaction that could lead to a higher selectivity and reaction rate.

Autor*in

Henner Pesch

Themen in »Anodic Functionalization of Alkenes Catalysed by Diselenides«

p-Block Elements Alkenes as Feedstock Diselenides Alkenes Electrosynthesis Selenium Activation Nucleophiles Scope of Nucleophiles

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