Electrochemical Heteroatom-Heteroatom Bond Construction

Chem Rec. 2022 Jan;22(1):e202100178. doi: 10.1002/tcr.202100178. Epub 2021 Aug 31.

Abstract

Heteroatom-heteroatom linkage, with S-S bond as a presentative motif, served a crucial role in biochemicals, pharmaceuticals, pesticides, and material sciences. Thus, preparation of the privileged scaffold has always been attracting tremendous attention from the synthetic community. However, classic protocols suffered from several drawbacks, such as toxic and unstable agents, poor functional group tolerance, multiple steps, and explosive oxidizing regents as well as the transitional metal catalysts. Electrochemical organic synthesis exhibited a promising alternative to the traditional chemical reaction due to the sustainable electricity can be employed as the traceless redox agents. Hence, toxic and explosive oxidants and/or transitional metals could be discarded under mild reaction with high efficiency. In this context, a series of electrochemical approaches for the construction of heteroatom-heteroatom bond were reviewed. Notably, most of the cases illustrated the dehydrogenative feature with the clean energy molecules hydrogen as the sole by-product.

Keywords: Heteroatom-heteroatom bond; cross-coupling; organic electrosynthesis; redox reaction.

MeSH terms

  • Catalysis
  • Hydrogen*
  • Transition Elements*

Substances

  • Transition Elements
  • Hydrogen