Dual Photoredox Catalysis: The Merger of Photoredox Catalysis with Other Catalytic Activation Modes

Christopher K. Prier, David W.C. Macmillan

Research output: Chapter in Book/Report/Conference proceedingChapter

3 Scopus citations

Abstract

This chapter discusses the reactions that have been enabled by the merger of photoredox catalysis with organocatalytic activation modes. Photoredox catalysis not only generates the reactive radical species but also performs a key oxidation in the organocatalytic cycle. The combination of photoredox catalysis with complementary activation modes has achieved an astonishing range of notable chemical transformations. These reactions have demonstrated that photoredox catalysis can significantly benefit from the merger with organocatalysis, acid catalysis, and transitionmetal catalysis. A transformation enabled by photoredox organocatalysis is the asymmetric a-benzylation of aldehydes. The chapter then reviews the examples of synergistic photoredox catalysis with Bronsted and Lewis acids. Lewis acids have been employed in photoredox transformations of N-aryl glycine esters, with Rueping using zinc acetate to promote α-arylation with indole nucleophiles and Wu using copper(II) triflate to promote oxidative Mannich reactions. The chapter concludes with chemistry enabled by the combination of photoredox and transition metal catalysts.

Original languageEnglish (US)
Title of host publicationVisible Light Photocatalysis in Organic Chemistry
PublisherWiley-VCH Verlag
Pages299-333
Number of pages35
ISBN (Electronic)9783527674145
ISBN (Print)9783527335602
DOIs
StatePublished - Oct 13 2017

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Keywords

  • Acid catalysis
  • Activation modes
  • Bronsted acids
  • Chemical transformations
  • Dual photoredox catalysis
  • Lewis acids
  • Organocatalytic cycle
  • Transition metal catalysts

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