Photoexcited NiII-Aryl Complex-Mediated Giese Reaction of Aryl Bromides

Org Lett. 2023 Jun 9;25(22):4056-4060. doi: 10.1021/acs.orglett.3c01219. Epub 2023 May 31.

Abstract

A Giese reaction of aryl bromides with electron-deficient alkenes was developed, enabled by a dual catalyst system containing NiII complex and IrIII photocatalyst. This protocol could accommodate a variety of aryl bromides and electron-deficient alkenes, delivering the conjugate adducts in up to 97% yield. The utilization of photoexcited (dtbbpy)NiII(aryl)Br intermediate as an aryl radical source allows this novel transformation of aryl halides, thus expanding the chemical space of excited nickel catalysis.

MeSH terms

  • Alkenes*
  • Bromides*
  • Catalysis
  • Electrons
  • Nickel

Substances

  • Bromides
  • Alkenes
  • Nickel