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
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