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Light-driven activation of carbon-halogen bonds by readily available amines for photocatalytic hydrodehalogenation
Chinese Journal of Catalysis ( IF 16.5 ) Pub Date : 2020-10-01 , DOI: 10.1016/s1872-2067(20)63582-3
Di Meng , Qian Zhu , Yan Wei , Shengli Zhen , Ran Duan , Chuncheng Chen , Wenjing Song , Jincai Zhao

Abstract A straightforward protocol using readily available aromatic amines, N,N,N′,N′-tetramethyl- p-phenylenediamine or 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.

中文翻译:

用于光催化加氢脱卤的现成胺对碳-卤键的光驱动活化

摘要 使用容易获得的芳香胺、N,N,N',N'-四甲基-对苯二胺或 N,N',N'-四甲基联苯胺作为光催化剂开发了一种简单的方案,用于有机卤化物的有效加氢脱卤,例如4'-溴苯乙酮、多氟芳烃、氯苯和 2,2',4,4'-四溴二苯醚(一种抗性和持久性有机污染物)。胺的强烈还原单线态激发态使扩散控制的解离电子转移能够有效地裂解碳 - 卤素键,然后进行自由基氢化。二异丙基乙胺作为末端电子/质子供体并再生胺敏化剂。
更新日期:2020-10-01
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