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

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...

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Bibliographic Details
Published inACS catalysis Vol. 10; no. 20; pp. 11712 - 11738
Main Authors Ganley, Jacob M, Murray, Philip R D, Knowles, Robert R
Format Journal Article
LanguageEnglish
Published United States 16.10.2020
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Summary: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 -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.
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ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.0c03567