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学科主题: 金属有机化学
题名: Scope and Mechanism of Allylic C-H Amination of Terminal Alkenes by the Palladium/PhI(OPiv)(2) Catalyst System: Insights into the Effect of Naphthoquinone
其他题名: 对钯/碘苯季戊酸催化体系下末端烯烃烯丙位碳氢键胺化反应范围和机理研究: 对萘醌作用的细节研究
作者: Yin GY(阴国印) ; Wu YC(吴奕晨) ; Liu GS(刘国生)
通讯作者: 刘国生
刊名: J. Am. Chem. Soc.
发表日期: 2010
卷: 132, 期:34, 页:11978-11987
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所
英文摘要: Palladium-catalyzed oxidative amination of unactivated alkyl olefins has been developed to produce linear (E)-allylimides with high regioselectivity. This highly efficient transformation of alkenes has been achieved by enhancing the reoxidation of palladium with the strong oxidant PhI(OPiv)(2). The present work also provides the first systematic analysis of the mechanism of the allylic C-H oxidative amination. It has been found that naphthoquinone (NQ) plays a vital role in promoting olefin coordination to the palladium catalyst: in the absence of NQ, the turnover-limiting step is olefin coordination to palladium catalyst; in the presence of NQ, the reaction involves a rapid equilibration to give a nitrogen-coordinated olefin-Pd(NQ) complex that undergoes turnover-limiting allylic C-H bond activation to generate a pi-allyl-Pd intermediate. This work provides valuable insights for further studies on the functionalization of unactivated olefins.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000281296700045
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/27877
Appears in Collections:金属有机化学国家重点实验室_期刊论文

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Recommended Citation:
Yin GY,Wu YC,Liu GS. Scope and Mechanism of Allylic C-H Amination of Terminal Alkenes by the Palladium/PhI(OPiv)(2) Catalyst System: Insights into the Effect of Naphthoquinone[J]. J. Am. Chem. Soc.,2010,132(34):11978-11987.
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