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Updated: Jun 3, 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
Highly efficient and regiospecific photocyclization of 2,2'-diacyl bixanthenylidenes
Mao Mao1, Qing-Qing Wu, Ming-Guang Ren
1Department of Chemistry, Joint Laboratory of Green Synthetic Chemistry, University of Science and Technology of China, Hefei, 230026, China.
Abstract:
In contrast to the reversible photochemistry of the 2,2'-substituted bixanthenylidenes (1a-f), the photocyclization of 2,2'-diacyl bixanthenylidenes (1g-j) reveals an irreversible process where the initial cyclic intermediate C(E) can undergo a rapid [1,11] hydrogen shift to form stable isomer C'(E) in a degassed solution, which cannot revert to the starting compound, so giving a highly efficient and regiospecific photocyclization.
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Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.