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Site-Selective C–H Functionalization by Decatungstate Anion Photocatalysis: Synergistic Control by Polar and Steric Effects Expands the Reaction Scope
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Abstract The synergistic control of the SH2 transition states of hydrogen abstraction by polar and steric effects provides a promising strategy in achieving site-selective C(sp3)–H functionalization under decatungstate anion photocatalysis. By using this photocatalytic approach, the C–H bonds of alkanes, alcohols, ethers, ketones, amides, esters, nitriles, and pyridylalkanes were functionalized site-selectively. In the remarkable case of a 2,4-disubstituted cyclohexanone bearing five methyl, five methylene, and three methine C–H bonds, one methine C–H bond in the isoamyl tether was selectively functionalized.
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Metadata
- Authors
- Ravelli, D., Fagnoni, M., Fukuyama, T., Nishikawa, T., & Ryu, I.
- Venue
- ACS Catalysis
- Publisher
- American Chemical Society (ACS)
- Published
- 2017-12-22
- Volume
- 8
- Issue
- 1
- Pages
- 701-713
- ISSN
- 2155-5435 (ISSN-L)
- OpenAlex
- W2771086842
- Cited by
- 533
- References
- 50
- FWCI
- 10.95
- Type
- journal article
- Language
- en
- Open access
- hybrid
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