Metal Bridging for Directing and Accelerating Electron Transfer as Exemplified by Harnessing the Reactivity of AIBN |
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Authors: | Dr Yinjun Xie Dr Shengmei Guo Prof Longmin Wu Prof Chungu Xia Prof?Dr Hanmin Huang |
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Institution: | State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000 (China) |
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Abstract: | A new strategy for tuning the electron transfer between radicals and enolates has been developed. This method elicits the innate reactivity of AIBN with a copper catalyst and enables a cascade reaction with cinnamic acids. Electron paramagnetic resonance studies and control experiments indicate that the redox‐active copper species not only activates the radical by coordination, but also serves as a bridge to bring the radical and nucleophile within close proximity to facilitate electron transfer. By exploiting possible combinations of redox‐active metals and radical entities with suitable coordinating functional groups, this strategy should contribute to the development of a broad range of radical‐based reactions. |
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Keywords: | AIBN cinnamic acids copper enolates single‐electron transfer |
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