Visible-Light Photoredox Catalysis: Dehalogenation of Vicinal Dibromo-, α-Halo-, and α,α-Dibromocarbonyl Compounds
Visible-Light Photoredox Catalysis: Dehalogenation of Vicinal Dibromo-, α-Halo-, and α,α-Dibromocarbonyl Compounds
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DOI：
10.1021/jo102239x
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发表时间：
2011-01-21
影响因子：
3.6
通讯作者：
Reiser, Oliver
中科院分区：
文献类型：
--
作者：
Maji, Tapan;Karmakar, Ananta;Reiser, Oliver
使用催化三(2,2'-联吡啶基)二氯化钌 (Ru(bpy)(3)Cl-2) 与 1,5-二甲氧基萘 (DMN) 和抗坏血酸作为牺牲电子供体相结合，可以有效地脱卤 vic-二溴-、α-卤代-或 α,α-二溴羰基化合物。对于这个过程，提出了可见光促进的光催化循环，其中涉及通过自由基中间体还原碳卤素键。
vic-Dibromo-, alpha-halo-, or alpha,alpha-dibromocarbonyl compounds can be efficiently dehalogenated using catalytic tris(2,2'-bipyridyl)ruthenium dichloride (Ru(bpy)(3)Cl-2) in combination with 1,5-dimethoxynaphthalene (DMN) and ascorbate as sacrificial electron donor. For this process, a visible light promoted photocatalytic cycle is proposed that involves the reduction of carbon halogen bonds via free radical intermediates.