Related Experiment Video
Updated: Jan 11, 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
Copper-Catalyzed Divergent C-S Bond Cleavage of Vinylsulfonium Salts: Controllable Phosphoryloxylation and
Meng Li1, Longzhi Zhu1, Weifeng Xu1
1Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, P. R. China.
Abstract:
A facile copper-catalyzed system enables controllable phosphoryloxylation and phosphinoylation of vinylsulfonium salts with P(O)-H compounds. Reaction divergence is achieved by employing distinct copper catalysts to steer the selective cleavage of either the C(sp3)-S or C(sp2)-S bond of vinylsulfonium salts. This protocol features mild conditions, a short reaction time, a broad substrate scope, and gram-scale applicability. Based on collective evidence from control experiments, plausible reaction pathways for both transformations are proposed.
Related Concept Videos
Alkynes to Carboxylic Acids: Oxidative Cleavage
Preparation and Reactions of Sulfides
[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Acid-Catalyzed Ring-Opening of Epoxides

