Triangulenium Ions: Versatile Organic Photoredox Catalysts for Green-Light-Mediated Reactions

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningfagfællebedømt

The development of tunable organic photoredox catalysts remains important in the field of photoredox catalysis. Herein, the highly modu-lar and tunable family of trianguleniums (azadioxa triangulenium, diazaoxa triangulenium, and triaza triangulenium), and the related [4]helicene quinacridinium have been used as organic photoredox catalysts for photoreductions and photooxidations under visible light (518-640 nm). This family of photoredox catalysts is highlighted by the readily tunable redox properties leading to different reactivies. We report their use as photocatalysts for the aerobic oxidative hydroxyla-tion of arylboronic acids and the aerobic cross-dehydrogenative cou-pling reaction of N-phenyltetrahydroisoquinoline with nitromethane through reductive quenching. Furthermore, their potential as photore-duction catalysts has been show through the catalysis of intermolecular atom-transfer radical addition via oxidative quenching. These transfor-mations serve as a benchmark to highlight that the easily synthesized trianguleniums, congeners to the acridiniums, are versatile organic photoredox catalysts with applications in both photooxidations and photoreductions.

OriginalsprogEngelsk
TidsskriftSynlett
Vol/bind35
Udgave nummer03
Sider (fra-til)307-312
Antal sider6
ISSN0936-5214
DOI
StatusUdgivet - 2024

Bibliografisk note

Publisher Copyright:
© 2023 Georg Thieme Verlag. All rights reserved.

ID: 371552209