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- Title
Metal Bridging for Directing and Accelerating Electron Transfer as Exemplified by Harnessing the Reactivity of AIBN.
- Authors
Yinjun Xie; Shengmei Guo; Longmin Wu; Chungu Xia; Hanmin Huang
- 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.
- Subjects
CHARGE exchange; RADICALS; ENOLATES; COPPER catalysts; CINNAMIC acid; ELECTRON paramagnetic resonance; NUCLEOPHILES
- Publication
Angewandte Chemie International Edition, 2015, Vol 54, Issue 20, p5900
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201411974