One‐Pot Tandem Photoredox and Cross‐Coupling Catalysis with a Single Palladium Carbodicarbene Complex

Yu‐Cheng Hsu; Vincent C.‐C. Wang; Ka‐Chun Au‐Yeung; Chung‐Yu Tsai; Chun‐Chi Chang; Bo‐Chao Lin; Yi‐Tsu Chan; Chao‐Ping Hsu; Glenn P. A. Yap; Titel Jurca; Tiow‐Gan Ong

doi:10.1002/ange.201800951

Zuschrift
One‐Pot Tandem Photoredox and Cross‐Coupling Catalysis with a Single Palladium Carbodicarbene Complex

Yu‐Cheng Hsu, Vincent C.‐C. Wang, Ka‐Chun Au‐Yeung, Chung‐Yu Tsai, Chun‐Chi Chang, Bo‐Chao Lin, Yi‐Tsu Chan, Chao‐Ping Hsu, Glenn P. A. Yap, Titel Jurca, Tiow‐Gan Ong

Source

Angewandte Chemie > 130 > 17 > 4712 - 4716

The combination of conventional transition‐metal‐catalyzed coupling (2 e⁻ process) and photoredox catalysis (1 e⁻ process) has emerged as a powerful approach to catalyze difficult cross‐coupling reactions under mild reaction conditions. Reported is a palladium carbodicarbene (CDC) complex that mediates both a Suzuki–Miyaura coupling and photoredox catalysis for C−N bond formation upon visible‐light irradiation. These two catalytic pathways can be combined to promote both conventional transition‐metal‐catalyzed coupling and photoredox catalysis to mediate C−H arylation under ambient conditions with a single catalyst in an efficient one‐pot process.

Und eins, und zwei: Die Kombination von herkömmlicher übergangsmetallkatalysierter Kupplung (2e⁻‐Prozess) und Photoredoxkatalyse (1e⁻‐Prozess) ermöglicht schwierige Kreuzkupplungen unter milden Reaktionsbedingungen. Ein einzelner Palladium‐Carbodicarben(CDC)‐Komplex vermittelt sowohl eine Suzuki‐Miyaura‐Kupplung als auch eine photoredoxkatalysierte C‐N‐Kupplung mit sichtbarem Licht.