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Visible-Light Photoredox Catalysis: Dehalogenation of Vicinal Dibromo-, α-Halo-, and α,α-Dibromocarbonyl Compounds
Abstract
vic-Dibromo-, α-halo-, or α,α-dibromocarbonyl compounds can be efficiently dehalogenated using catalytic tris(2,2'-bipyridyl)ruthenium dichloride (Ru(bpy)(3)Cl(2)) in combination with 1,5-dimethoxynaphthalene (DMN) and ascorbate as sacrificial electron donor. For this process, a visible light promoted photocatalytic cycle is proposed that involves the reduction of carbon halogen bonds via free radical intermediates.
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Citations
Cited by
Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
Synthetic applications of photoredox catalysis with visible light
Xi, Y., Yi, H., & Lei, A. (2013) · Organic & Biomolecular Chemistry · doi:10.1039/c3ob40137e · Cited by 658
Cheng, Y., Yang, J., Qu, Y., & Li, P. (2012) · Organic Letters · doi:10.1021/ol2028866 · Cited by 284
Metadata
- Authors
- Maji, T., Karmakar, A., & Reiser, O.
- Venue
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2010-12-30
- Volume
- 76
- Issue
- 2
- Pages
- 736-739
- ISSN
- 0022-3263 (ISSN-L)
- 1520-6904
- OpenAlex
- W2322758475
- Cited by
- 182
- References
- 0
- FWCI
- 8.37
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Visible-Light Photoredox Catalysis: Dehalogenation of Vicinal Dibromo-, α-Halo-, and α,α-Dibromocarbonyl Compounds. https://app.cochat.ai/papers/10.1021/jo102239x
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- Maji, T., Karmakar, A., & Reiser, O. (2011). Visible-Light Photoredox Catalysis: Dehalogenation of Vicinal Dibromo-, α-Halo-, and α,α-Dibromocarbonyl Compounds. The Journal of Organic Chemistry. https://doi.org/10.1021/jo102239x
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Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
