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Updated: Mar 19, 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
Access to Axially Chiral Styrenes via Copper-Catalyzed Enantioselective Radical Relay Cyanophosphorylation of Alkynes
Wei Wang1, Jichao Xiao1, Xingwei Li1,2
1School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710062, P. R. China.
Abstract:
A copper-catalyzed radical relay atroposelective phosphinoylcyanation of sterically hindered aromatic alkynes with phosphine oxides and trimethylsilyl cyanide has been established. This method provides efficient access to axially chiral styrene-phosphines with high levels of chemo-, regio-, E-, and enantioselectivity. Control experiments revealed the critical role of the NHPiv group in enabling the successful atroposelective trapping of transient, highly reactive vinyl radical intermediates by a chiral Cu(II)-cyanide species.
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