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Updated: Jan 10, 2026
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Iron-Catalyzed C-N Coupling Using Polycyclic Aromatic Hydrocarbon as a Redox Mediator
Dongran Wu1, Takahiro Doba1, Masaharu Nakamura1
1International Research Center for Elements Science (IRCELS), Institute for Chemical Research (ICR), Kyoto University, Uji, Kyoto 611-0011, Japan.
None:
Arylamines play a critical role in organic electronics, agrochemicals, and pharmaceuticals, with rapid advancements in their synthesis realized through palladium-catalyzed C-N coupling since the 1980s. Nonetheless, systems utilizing first-row transition metals remain underdeveloped regardless of their potential in future chemical synthesis. Herein, we report that iron catalyzes C-N coupling of aryl halides with carbazole and aryl amine amides in the presence of polycyclic aromatic hydrocarbon (PAH) as a redox mediator. The proposed mechanism involves Fe(II) species undergoing single-electron transfer (SET) via PAH, which promotes the activation of aryl halides and the generation of reactive intermediates. This approach leverages PAH to enable efficient iron-catalyzed C-N coupling, offering potential for broader substrate applicability and applications in materials science.
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