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A Lewis Base Catalysis Approach for the Photoredox Activation of Boronic Acids and Esters
Open accessAbstract
We report herein the use of a dual catalytic system comprising a Lewis base catalyst such as quinuclidin‐3‐ol or 4‐dimethylaminopyridine and a photoredox catalyst to generate carbon radicals from either boronic acids or esters. This system enabled a wide range of alkyl boronic esters and aryl or alkyl boronic acids to react with electron‐deficient olefins via radical addition to efficiently form C−C coupled products in a redox‐neutral fashion. The Lewis base catalyst was shown to form a redox‐active complex with either the boronic esters or the trimeric form of the boronic acids (boroxines) in solution.
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Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
Cited by
Photocatalysis in the Life Science Industry
Candish, L., Collins, K. D., Cook, G. C., Douglas, J. J., Gómez-Suárez, A., Jolit, A., & Keess, S. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00416 · Cited by 428
Yin, Y., Dai, Y., Jia, H., Li, J., Bu, L., Qiao, B., Zhao, X., & Jiang, Z. (2018) · Journal of the American Chemical Society · doi:10.1021/jacs.8b01575 · Cited by 312
Metadata
- Authors
- Lima, F., Sharma, U. K., Grunenberg, L., Saha, D., Johannsen, S., Sedelmeier, J., Van der Eycken, E. V., & Ley, S. V.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2017-10-24
- Volume
- 56
- Issue
- 47
- Pages
- 15136-15140
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2763150386
- Cited by
- 185
- References
- 1
- FWCI
- 5.31
- Type
- journal article
- Language
- en
- Open access
- hybrid
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- Lima, F., Sharma, U. K., Grunenberg, L., Saha, D., Johannsen, S., Sedelmeier, J., Van der Eycken, E. V., & Ley, S. V. (2017). A Lewis Base Catalysis Approach for the Photoredox Activation of Boronic Acids and Esters. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201709690
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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