Donor-Stabilized Silacyclobutanone: A Precursor of 1-Silaketene via Retro-[2+2]-Cycloaddition Reaction at Room Temperature

被引：28
|
作者：
Troadec, Thibault [1 ,2 ]
Reyes, Morelia Lopez [1 ,2 ]
Rodriguez, Ricardo [1 ,2 ]
Baceiredo, Antoine [1 ,2 ]
Saffon-Merceron, Nathalie [1 ,3 ]
Branchadell, Vicenc [4 ]
Kato, Tsuyoshi [1 ,2 ]
机构：
[1] Univ Toulouse, UPS, 118 Route Narbonne, F-31062 Toulouse, France
[2] CNRS, LHFA UMR 5069, F-31062 Toulouse, France
[3] CNRS, ICT FR2599, 118 Route Narbonne, F-31062 Toulouse, France
[4] Univ Autonoma Barcelona, Dept Quim, Bellaterra 08193, Spain
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2016年 / 138卷 / 09期
基金：
欧洲研究理事会;
关键词：
OLEFIN-METATHESIS CATALYSTS; CARBON-MONOXIDE; DOUBLE-BOND; SYNTHETIC REACTIONS; STABLE SILANONE; SILICON CENTER; SILYLENE; OXASPIROPENTANES; CYCLOADDITIONS; ACTIVATION;
D O I：
10.1021/jacs.6b00631
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The synthesis of donor-stabilized silacyclo-butanone 2 was successfully realized by the reaction of silacyclopropylidene 1 with benzaldehyde in the presence of a Lewis acid catalyst. Of particular interest, silacyclobutanone 2 evolves at room temperature via a retro-[2 + 2]-cycloaddition reaction, leading to an original NHC-stabilized 1-silaketene 4 and cis-stilbene.
引用
收藏
页码：2965 / 2968
页数：4
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