Hydrodehalogenation of Aryl Halides through Direct Electrolysis

被引:45
作者
Ke, Jie [1 ]
Wang, Hongling [1 ]
Zhou, Liejin [1 ]
Mou, Chengli [2 ]
Zhang, Jingjie [2 ]
Pan, Lutai [2 ]
Chi, Yonggui Robin [1 ]
机构
[1] Nanyang Technol Univ, Div Chem & Biol Chem, Sch Phys & Math Sci, Singapore 637371, Singapore
[2] Guiyang Coll Tradit Chinese Med, Guiyang, Guizhou, Peoples R China
基金
中国国家自然科学基金; 新加坡国家研究基金会;
关键词
electrochemistry; hydrodehalogenation; metal-free synthesis; organic halides; trialkylamines; ATOM TRANSFER OXIDATION; AROMATIC HALIDES; ALKYL; REDUCTIONS; GENERATION; CATALYSIS; ALKENYL; IODIDES;
D O I
10.1002/chem.201901082
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A catalyst- and metal-free electrochemical hydrodehalogenation of aryl halides is disclosed. Our reaction by a flexible protocol is operated in an undivided cell equipped with an inexpensive graphite rod anode and cathode. Trialkylamines nBu(3)N/Et3N behave as effective reductants and hydrogen atom donors for this electrochemical reductive reaction. Various aryl and heteroaryl bromides worked effectively. The typically less reactive aryl chlorides and fluorides can also be smoothly converted. The utility of our method is demonstrated by detoxification of harmful pesticides and hydrodebromination of a dibrominated biphenyl (analogues of flame-retardants) in gram scale.
引用
收藏
页码:6911 / 6914
页数:4
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