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

doi:10.1016/S1872-2067(20)63582-3

Abstract

Abstract: 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.

Key words: Carbon-halogen bond activation, Photocatalysis, Halogenated organic pollutants, Reductive dehalogenation, Environmental remediation

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.

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URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(20)63582-3

https://www.cjcatal.com/EN/Y2020/V41/I10/1474

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