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Updated: Jun 10, 2026
![[(DPEPhos)(bcp)Cu]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)
[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Nickel-Catalyzed, Copper-Assisted Aromatic C-H Phosphinylation of [2.2]Paracyclophanes via Arylsulfonium Salts
Mingrui Li1,2, Kaiyuan Yang2, Ping Wu2
1School of Chemistry and Material Science, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.
Abstract:
Formal aromatic C-H phosphinylation of [2.2]paracyclophanes was efficiently achieved via their arylsulfonium salts with secondary phosphine oxides under nickel(0) catalysis. The reaction selectively cleaved the aromatic C(sp2)-S bond over the aliphatic C(sp3)-S bond in the aryl(alkyl)sulfonium salts of [2.2]paracyclophanes with Ni(COD)2 as the catalyst and CuBr as the promoter, affording the corresponding P-[2.2]paracyclophanylated products in good to excellent yields. The applicability of the present protocol was established through scalable preparation of the typical target product and its application as a potentially useful phosphine ligand for transition-metal-catalyzed carbene insertion to X-H (X = C, N) bonds.
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