The DOI matches its Crossref record; 1 of the 1 references it cites were found in a registry or an index.
Direct C(sp3)–H Cross Coupling Enabled by Catalytic Generation of Chlorine Radicals
Open accessAbstract
Here we report the development of a C(sp 3 )–H cross-coupling platform enabled by the catalytic generation of chlorine radicals by nickel and photoredox catalysis. Aryl chlorides serve as both cross-coupling partners and the chlorine radical source for the α-oxy C(sp 3 )–H arylation of cyclic and acyclic ethers. Mechanistic studies suggest that photolysis of a Ni(III) aryl chloride intermediate, generated by photoredox-mediated single-electron oxidation, leads to elimination of a chlorine radical in what amounts to the sequential capture of two photons. Arylations of a benzylic C(sp 3 )–H bond of toluene and a completely unactivated C(sp 3 )–H bond of cyclohexane demonstrate the broad implications of this manifold for accomplishing numerous C(sp 3 )–H bond functionalizations under exceptionally mild conditions.
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Lipinski, C. A., Lombardo, F., Dominy, B. W., & Feeney, P. J. (2001) · Advanced Drug Delivery Reviews · doi:10.1016/s0169-409x(00)00129-0 · Cited by 18,139
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Metadata
- Authors
- Shields, B. J., & Doyle, A. G.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2016-09-21
- Volume
- 138
- Issue
- 39
- Pages
- 12719-12722
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2521754066
- Cited by
- 669
- References
- 1
- FWCI
- 23.61
- Type
- journal article
- Language
- en
- Open access
- green
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