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![[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
Direct Activation of a Remote C(sp3 )-H Bond Enabled by a Visible-Light Photosensitized Allene Moiety
Jiaxin Liu1, Yin Wei1, Min Shi1
1State Key Laboratory of Organometallic Chemistry, University of Chinese Academy of Sciences, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.
Abstract:
Despite allene derivatives have been always regarded as a radical accepter in traditional radical chemistry for decades, the reactivity of allene derivatives under excited state in radical chemistry was rarely explored. Herein, we wish to report an example to engage triplet-excited state of allene moiety as hydrogen-atom-transfer (HAT) partner in the activation of remote sp3 C-H bond via visible-light irradiation under mild reaction conditions with broad substrate scope and good functional-group tolerance. The reaction mechanism involving the generation of triplet excited state of allene derivative and the subsequent HAT process was supported by deuterium labeling, kinetic analysis experiments and DFT calculations.
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