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DOI10.1016/j.scib.2020.10.001
Synergistic Ni/Cu catalyzed migratory arylsilylation of terminal olefins
Zhao B.; Li Y.; Li H.; Belal M.; Zhu L.; Yin G.
发表日期2021
ISSN20959273
起始页码570
结束页码577
卷号66期号:6
英文摘要Synthesis of organosilanes from alkenes is a very important topic owing to their wide applications. A Ni/Cu dual metal-catalyzed arylsilylation of terminal alkenes, featuring migratory selectivity, has been developed. A wide diversity of aliphatic silanes have been prepared from terminal alkenes, aryl halides and Suginome's reagent. This protocol is highlighted by excellent regioselectivity, mild reaction conditions and good functional group tolerance. In addition to benzylic positions, carbon–carbon bonds can also be constructed at allylic positions. Preliminary mechanistic studies suggest that the copper cocatalyst promotes the transmetalation of Suginome's reagent, and the addition of a PyrOx ligand inhibits the formation of side-products from the carbon-Heck pathway. Moreover, studies toward the nature of the PyrOx ligand revealed that the steric hindrance of the oxazoline moiety greatly affects the chain–walking process, but not the arylation step. © 2020 Science China Press
关键词Alkene difunctionalizationArylsilylationMetal migrationRegioselectivitySynergistic catalysis
英文关键词Carbon; Catalysis; Ligands; Reagents; Mechanistic studies; Mild reaction conditions; Organosilanes; Side products; Steric hindrances; Terminal alkenes; Terminal olefins; Transmetalation; Olefins
语种英语
来源期刊Science Bulletin
文献类型期刊论文
条目标识符http://gcip.llas.ac.cn/handle/2XKMVOVA/207678
作者单位The Institute for Advanced Studies, Wuhan University, Wuhan, 430072, China; Institute of Biomedical Materials Industry Technology, Hubei Engineering University, Xiaogan, 432000, China
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GB/T 7714
Zhao B.,Li Y.,Li H.,et al. Synergistic Ni/Cu catalyzed migratory arylsilylation of terminal olefins[J],2021,66(6).
APA Zhao B.,Li Y.,Li H.,Belal M.,Zhu L.,&Yin G..(2021).Synergistic Ni/Cu catalyzed migratory arylsilylation of terminal olefins.Science Bulletin,66(6).
MLA Zhao B.,et al."Synergistic Ni/Cu catalyzed migratory arylsilylation of terminal olefins".Science Bulletin 66.6(2021).
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