Organic electron donors as powerful single-electron reducing agents in organic synthesis

Angew Chem Int Ed Engl. 2014 Jan 7;53(2):384-413. doi: 10.1002/anie.201209060. Epub 2013 Nov 24.

Abstract

One-electron reduction is commonly used in organic chemistry for the formation of radicals by the stepwise transfer of one or two electrons from a donor to an organic substrate. Besides metallic reagents, single-electron reducers based on neutral organic molecules have emerged as an attractive novel source of reducing electrons. The past 20 years have seen the blossoming of a particular class of organic reducing agents, the electron-rich olefins, and their application in organic synthesis. This Review gives an overview of the different types of organic donors and their specific characteristics in organic transformations.

Keywords: electron transfer; electron-rich olefins; organic electron donors; reduction.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Alkenes / chemical synthesis
  • Alkenes / chemistry*
  • Aza Compounds / chemical synthesis
  • Aza Compounds / chemistry
  • Chemistry Techniques, Synthetic / methods*
  • Electron Transport*
  • Heterocyclic Compounds / chemical synthesis
  • Heterocyclic Compounds / chemistry
  • Hydrocarbons, Fluorinated / chemical synthesis
  • Hydrocarbons, Fluorinated / chemistry
  • Imidazolidines / chemical synthesis
  • Imidazolidines / chemistry
  • Models, Chemical*
  • Molecular Structure

Substances

  • Alkenes
  • Aza Compounds
  • Heterocyclic Compounds
  • Hydrocarbons, Fluorinated
  • Imidazolidines
  • tetrathiafulvalene