Citation: Di Meng, Qian Zhu, Yan Wei, Shengli Zhen, Ran Duan, Chuncheng Chen, Wenjing Song, Jincai Zhao. Light-driven activation of carbon-halogen bonds by readily available amines for photocatalytic hydrodehalogenation[J]. Chinese Journal of Catalysis, ;2020, 41(10): 1474-1479. doi: 10.1016/S1872-2067(20)63582-3 shu

Light-driven activation of carbon-halogen bonds by readily available amines for photocatalytic hydrodehalogenation

Di Meng ^a,b, ,
Qian Zhu ^a,b ,
Yan Wei ^a,b ,
Shengli Zhen ^c ,
Ran Duan ^a ,
Chuncheng Chen ^a,b ,
Wenjing Song ^a,b ,
Jincai Zhao ^a,b

a Key Laboratory of Photochemistry, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China;
b University of Chinese Academy of Sciences, Beijing, 100049, China;
c Beijing GeoEnviron Engineering&Technology, lnc., Beijing, 100095, China

Received Date: 20 January 2020
Revised Date: 5 March 2020

Fund Project: This work was supported by the National Key R&D Program of China (2018YFA0209302), National Natural Science Foundation of China (21590811, 21677148, 21827809, 21922609), the Key Research Program of Frontier Sciences (QYZDY-SSW-SLH028) of the Chinese Academy of Sciences.

A straightforward protocol using readily available aromatic amines, N,N,N',N'-tetramethyl-p-phenylenediamine or N,N,N',N'-tetramethylbenzidine, as photocatalysts was developed for the efficient hydrodehalogenation of organic halides, such as 4'-bromoacetophenone, polyfluoroarenes, cholorobenzene, and 2,2',4,4'-tetrabromodiphenyl ether(a resistant and persistent organic pollutant). The strongly reducing singlet excited states of the amines enabled diffusion-controlled dissociative electron transfer to effectively cleave carbon-halogen bonds, followed by radical hydrogenation. Diisopropylethylamine served as the terminal electron/proton donor and regenerated the amine sensitizers.
- Carbon-halogen bond activation,
- Photocatalysis,
- Halogenated organic pollutants,
- Reductive dehalogenation,
- Environmental remediation
1. [1]
2. [2]
3. [3]
4. [4]
5. [5]
6. [6]
7. [7]
8. [8]
9. [9]
10. [10]
11. [11]
12. [12]
13. [13]
14. [14]
15. [15]
16. [16]
17. [17]
18. [18]
19. [19]
20. [20]
21. [21]
22. [22]
23. [23]
24. [24]
25. [25]
26. [26]
27. [27]
28. [28]
29. [29]
30. [30]
31. [31]
32. [32]
33. [33]
34. [34]
35. [35]
36. [36]
37. [37]
38. [38]
39. [39]
40. [40]
1. [1]
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