Photocatalytic Generation of Aminium Radical Cations for C-N Bond Formation

Jacob M. Ganley, Philip R.D. Murray, Robert R. Knowles

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

Aminium radical cations have been extensively studied as electrophilic aminating species that readily participate in C-N bond forming processes with alkenes and arenes. However, their utility in synthesis has been limited, as their generation required unstable, reactive starting materials and harsh reaction conditions. Visible-light photoredox catalysis has emerged as a platform for the mild production of aminium radical cations from either unfunctionalized or N-functionalized amines. This Perspective covers recent synthetic methods that rely on the photocatalytic generation of aminium radical cations for C-N bond formation, specifically in the context of alkene hydroamination, arene C-H bond amination, and the mesolytic bond cleavage of alkoxyamines.

Original languageEnglish (US)
Pages (from-to)11712-11738
Number of pages27
JournalACS Catalysis
Volume10
Issue number20
DOIs
StatePublished - Oct 16 2020

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Keywords

  • C-H amination
  • aminium radical cation
  • electron transfer
  • hydroamination
  • photoredox catalysis

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