Radical reactions

A. F. Parsons*, T. F. Parsons

*Corresponding author for this work

Research output: Chapter in Book/Report/Conference proceedingChapter

Abstract

A review of photocatalytic strategies, involving radical intermediates of importance in organic synthesis, has appeared. The fact that photocatalytic cycles are composed of three steps, namely excitation, quenching, and finally restoration, is highlighted. The review has a particular emphasis on the restoration step, exploring how the deactivated form of the catalyst is converted back into the original state, which permits the cycle to start over again. It classifies photocatalytic processes according to what species is responsible for the restoration step, such as the substrate, an intermediate, or a sacrificial agent. The stereoselective bromoboration of acetylene with boron tribromide is investigated. The mechanism was studied by experiments and calculations, and besides the syn-addition mechanism (proceeding via a four-membered transition state) a radical and polar anti-addition mechanism was postulated.

Original languageEnglish
Title of host publicationOrganic Reaction Mechanisms 2020
PublisherWiley-VCH Verlag
Pages541-597
Number of pages57
ISBN (Electronic)9781119716846
ISBN (Print)9781119716839
DOIs
Publication statusPublished - 5 Apr 2024

Bibliographical note

Publisher Copyright:
© 2024 by John Wiley & Sons. All rights reserved.

Keywords

  • Organic synthesis
  • Photocatalytic cycles
  • Photocatalytic strategies
  • Stereoselective bromoboration

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