Experimental and Computational Evidence for Gold Vinylidenes: Generation from Terminal Alkynes via a Bifurcation Pathway and Facile C-H Insertions | |
Ye, Longwu ; Wang, Yanzhao ; Aue, Donald H. ; Zhang, Liming ; Ye LW(叶龙武) | |
2012 | |
关键词 | CATALYZED CYCLOISOMERIZATION METAL VINYLIDENES ORGANIC-REACTIONS BOND INSERTION HETEROCYCLES CARBENES PLATINUM TRANSFORMATIONS ACTIVATION COMPLEXES |
英文摘要 | Facile cycloisomerization of (2-ethynyl-phenyl)alkynes is proposed to be promoted synergistically by two molecules of BrettPhosAuNTf(2), affording tricyclic indenes in mostly good yields. A gold vinylidene is most likely generated as one of the reaction intermediates on the basis of both mechanistic studies and theoretical calculations. Different from the well-known Rh, Ru, and W counterparts, this novel gold species is highly reactive and undergoes facile intramolecular C(sp(3))-H insertions as well as O-H and N-H insertions. The formation step for the gold vinylidene is predicted theoretically to be complex with a bifurcated reaction pathway. A pyridine N-oxide acts as a weak base to facilitate the formation of an alkynylgold intermediate, and the bulky BrettPhos ligand in the gold catalyst likely plays a role in sterically steering the reaction toward formation of the gold vinylidene. |
语种 | 英语 |
内容类型 | 期刊论文 |
源URL | [http://dspace.xmu.edu.cn/handle/2288/61389] |
专题 | 化学化工-已发表论文 |
推荐引用方式 GB/T 7714 | Ye, Longwu,Wang, Yanzhao,Aue, Donald H.,et al. Experimental and Computational Evidence for Gold Vinylidenes: Generation from Terminal Alkynes via a Bifurcation Pathway and Facile C-H Insertions[J],2012. |
APA | Ye, Longwu,Wang, Yanzhao,Aue, Donald H.,Zhang, Liming,&叶龙武.(2012).Experimental and Computational Evidence for Gold Vinylidenes: Generation from Terminal Alkynes via a Bifurcation Pathway and Facile C-H Insertions.. |
MLA | Ye, Longwu,et al."Experimental and Computational Evidence for Gold Vinylidenes: Generation from Terminal Alkynes via a Bifurcation Pathway and Facile C-H Insertions".(2012). |
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