Deep Electroreductive Chemistry: Harnessing Carbon- and Silicon-based Reactive Intermediates in Organic Synthesis

ACS Catal. 2023 Jun 16;13(12):8038-8048. doi: 10.1021/acscatal.3c01174. Epub 2023 May 31.

Abstract

This Viewpoint outlines our recent contribution in electroreductive synthesis. Specifically, we leveraged deeply reducing potentials provided by electrochemistry to generate radical and anionic intermediates from readily available alkyl halides and chlorosilanes. Harnessing the distinct reactivities of radicals and anions, we have achieved several challenging transformations to construct C-C, C-Si, and Si-Si bonds. We highlight the mechanistic design principle that underpinned the development of each transformation and provide a view forward on future opportunities in growing area of reductive electrosynthesis.

Keywords: alkene difunctionalization; alkyl halide; chlorosilane; cross-electrophile coupling; electroreduction; electrosynthesis; radical-polar crossover.