Aromatic "Redox Tag"-assisted Diels-Alder reactions by electrocatalysis.

Aromatic "Redox Tag"-assisted Diels-Alder reactions by electrocatalysis.
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DOI:
10.1039/c6sc02117d
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发表时间:
2016-10-01
期刊:
影响因子:
8.4
通讯作者:
Chiba K
Chiba K
中科院分区:
化学1区
文献类型:
--
作者:
Okada Y;Yamaguchi Y;Ozaki A;Chiba K

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电催化狄尔斯-阿尔德反应是根据芳香族“氧化还原标签”概念设计和论证的。采用电催化来促进电子不匹配的底物之间的狄尔斯-阿尔德反应。催化量的电量足以完成整个反应,GC-MS 监测和 CV 测量清楚地说明了反应的电催化性质,其中涉及 EC-backward-E 机制。基于氧化还原标签的概念合理设计了电催化Diels-Alder反应。结果得到了 DFT 计算的支持。
Electrocatalytic Diels–Alder reactions have been designed and demonstrated based on the aromatic “redox tag” concept. Electrocatalysis was employed to promote Diels–Alder reactions between electronically mismatched substrates. A catalytic amount of electricity was enough to complete the overall reactions and GC-MS monitoring and CV measurements clearly illustrated the electrocatalytic nature of the reactions, which involve an EC-backward-E mechanism. The electrocatalytic Diels–Alder reactions were rationally designed based on the concept of redox tags. The results were supported by DFT calculations.