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Donor–Acceptor Fluorophores for Visible-Light-Promoted Organic Synthesis: Photoredox/Ni Dual Catalytic C(sp3)–C(sp2) Cross-Coupling
Abstract
We describe carbazolyl dicyanobenzene (CDCB)-based donor–acceptor (D–A) fluorophores as a class of cheap, easily accessible, and efficient metal-free photoredox catalysts for organic synthesis. By changing the number and position of carbazolyl and cyano groups on the center benzene ring, CDCBs with a wide range of photoredox potentials are obtained to effectively drive the energetically demanding C(sp 3 )–C(sp 2 ) cross-coupling of carboxylic acids and alkyltrifluoroborates with aryl halides via a photoredox/Ni dual catalysis mechanism. This work validates the utility of D–A fluorophores in guiding the rational design of metal-free photoredox catalysts for visible-light-promoted organic synthesis.
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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
Photoredox-catalyzed deuteration and tritiation of pharmaceutical compounds
Loh, Y. Y., Nagao, K., Hoover, A. J., Hesk, D., Rivera, N. R., Colletti, S. L., Davies, I. W., & MacMillan, D. W. C. (2017) · Science · doi:10.1126/science.aap9674 · Cited by 574
Xu, J., Cao, J., Wu, X., Wang, H., Yang, X., Tang, X., Toh, R. W., Zhou, R., Yeow, E. K. L., & Wu, J. (2021) · Journal of the American Chemical Society · doi:10.1021/jacs.1c05994 · Cited by 280
Metadata
- Authors
- Luo, J., & Zhang, J.
- Venue
- ACS Catalysis
- Publisher
- American Chemical Society (ACS)
- Published
- 2016-01-12
- Volume
- 6
- Issue
- 2
- Pages
- 873-877
- ISSN
- 2155-5435 (ISSN-L)
- OpenAlex
- W2341258349
- Cited by
- 863
- References
- 1
- FWCI
- 32.52
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Donor–Acceptor Fluorophores for Visible-Light-Promoted Organic Synthesis: Photoredox/Ni Dual Catalytic C(sp3)–C(sp2) Cross-Coupling. https://app.cochat.ai/papers/10.1021/acscatal.5b02204
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- Luo, J., & Zhang, J. (2016). Donor–Acceptor Fluorophores for Visible-Light-Promoted Organic Synthesis: Photoredox/Ni Dual Catalytic C(sp3)–C(sp2) Cross-Coupling. ACS Catalysis. https://doi.org/10.1021/acscatal.5b02204
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