N-Heterocyclic Carbene Organocatalytic Reductive β,β-Coupling Reactions of Nitroalkenes via Radical Intermediates
N-Heterocyclic Carbene Organocatalytic Reductive β,β-Coupling Reactions of Nitroalkenes via Radical Intermediates
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DOI：
10.1021/ol5027415
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发表时间：
2014-11-07
期刊：
影响因子：
5.2
通讯作者：
Chi, Yonggui Robin
中科院分区：
文献类型：
--
作者：
Du, Yu;Wang, Yuhuang;Chi, Yonggui Robin
利用有机底物模拟丙酮酸铁氧还蛋白氧化还原酶（PFOR）的单电子氧化作用，开发了一种新颖的N-杂环卡宾催化还原α，β-硝基烯烃的β，β-碳偶联反应。该反应经过在催化氧化还原过程下产生的自由基阴离子中间体。第一次，自由基阴离子中间体的存在下，NHC有机催化剂的观察和明确的验证。
An unprecedented N-heterocyclic carbene catalytic reductive beta,beta-carbon coupling of alpha,beta-nitroalkenes, by using an organic substrate to mimic the one-electron oxidation role of the pyruvate ferredoxin oxidoreductase (PFOR) in living systems, has been developed. The reaction goes through a radical anion intermediate generated under a catalytic redox process. For the first time, the presence of radical anion intermediate in NHC organocatalysis is observed and clearly verified.