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Reactivity and Mechanistic Insight into Visible‐Light‐Induced Aerobic Cross‐Dehydrogenative Coupling Reaction by Organophotocatalysts
Open accessAbstract
With visible‐light irradiation, a mild, simple, and efficient metal‐free photocatalytic system for the facile construction of sp 3–sp 3 CC bonds between tertiary amines and activated CH bonds has been achieved. Spectroscopic study and product analysis demonstrate for the first time that photoinduced electron transfer from N‐aryl tetrahydroisoquinolines to eosin Y bis(tetrabutylammonium salt) (TBA‐eosin Y) takes place to generate TBA‐eosin Y radical anion, which can subsequently react with nucleophiles and molecular oxygen. More strikingly, electron spin resonance (ESR) measurements provide direct evidence for the formation of superoxide radical anions (O 2−.) rather than singlet oxygen (1 O 2) during visible‐light irradiation. This active species is therefore believed to be responsible for the large rate of acceleration of the aerobic photocatalytic reactions.
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Cited by
Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
Triplet photosensitizers: from molecular design to applications
Zhao, J., Wu, W., Sun, J., & Guo, S. (2013) · Chemical Society Reviews · doi:10.1039/c3cs35531d · Cited by 1,579
Metadata
- Authors
- Liu, Q., Li, Y., Zhang, H., Chen, B., Tung, C., & Wu, L.
- Venue
- Chemistry – A European Journal
- Publisher
- Wiley
- Published
- 2011-12-08
- Volume
- 18
- Issue
- 2
- Pages
- 620-627
- ISSN
- 0947-6539 (ISSN-L)
- 1521-3765
- OpenAlex
- W2127220622
- Cited by
- 280
- References
- 0
- FWCI
- 13.47
- Type
- journal article
- Language
- en
- Open access
- green
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- CoChat. (2026). Citation check: Reactivity and Mechanistic Insight into Visible‐Light‐Induced Aerobic Cross‐Dehydrogenative Coupling Reaction by Organophotocatalysts. https://app.cochat.ai/papers/10.1002/chem.201102299
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- Liu, Q., Li, Y., Zhang, H., Chen, B., Tung, C., & Wu, L. (2012). Reactivity and Mechanistic Insight into Visible‐Light‐Induced Aerobic Cross‐Dehydrogenative Coupling Reaction by Organophotocatalysts. Chemistry – A European Journal. https://doi.org/10.1002/chem.201102299
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