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Cycloadditions with a Stable Charge-Separated Cyclobutadiene-Type Amido-Substituted Silicon Ring Compound
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2021-07-13 , DOI: 10.1002/anie.202104341 Jan Keuter 1 , Alexander Hepp 1 , Constantin G Daniliuc 2 , Milica Feldt 2 , Felicitas Lips 1
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2021-07-13 , DOI: 10.1002/anie.202104341 Jan Keuter 1 , Alexander Hepp 1 , Constantin G Daniliuc 2 , Milica Feldt 2 , Felicitas Lips 1
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Reductive debromination of {N(SiMe3)2}SiBr3 with Rieke magnesium results in the formation of the five-vertex silicon cluster with one bromine substituent Si5{N(SiMe3)2}5Br, 1, and the cyclobutadiene analogue 2 in a 1:1 ratio. The latter features a planar four-membered silicon ring with a charge-separated electronic situation. Two silicon atoms in 2 are trigonal planar and the other two trigonal pyramidal. In cycloadditions with ethylene, diethylacetylene, 1,5-cyclooctadiene, and 2,3-dimethyl-1,3-butadiene cyclic unsaturated ring compounds (3–6) were formed at room temperature in quantitative reactions. Two of the products (3 and 6) show photochemical isomerization with LED light (λ=405 nm) to afford saturated ring compounds 4 e and 6′.
中文翻译：
具有稳定电荷分离的环丁二烯型酰胺取代硅环化合物的环加成
{N(SiMe 3 ) 2 }SiBr 3与Rieke镁的还原脱溴导致形成具有一个溴取代基 Si 5 {N(SiMe 3 ) 2 } 5 Br, 1和环丁二烯类似物的五顶点硅簇2以 1:1 的比例。后者具有平面四元硅环，具有电荷分离的电子状态。在两个硅原子2是三角平面，另两个三棱。在与乙烯、二乙基乙炔、1,5-环辛二烯和 2,3-二甲基-1,3-丁二烯环状不饱和环化合物（3 -6 ) 在室温下在定量反应中形成。两种产物（3和6）在 LED 光（λ=405 nm）下显示出光化学异构化，得到饱和环化合物4e和6'。
更新日期：2021-09-20
中文翻译：
具有稳定电荷分离的环丁二烯型酰胺取代硅环化合物的环加成
{N(SiMe 3 ) 2 }SiBr 3与Rieke镁的还原脱溴导致形成具有一个溴取代基 Si 5 {N(SiMe 3 ) 2 } 5 Br, 1和环丁二烯类似物的五顶点硅簇2以 1:1 的比例。后者具有平面四元硅环，具有电荷分离的电子状态。在两个硅原子2是三角平面，另两个三棱。在与乙烯、二乙基乙炔、1,5-环辛二烯和 2,3-二甲基-1,3-丁二烯环状不饱和环化合物（3 -6 ) 在室温下在定量反应中形成。两种产物（3和6）在 LED 光（λ=405 nm）下显示出光化学异构化，得到饱和环化合物4e和6'。
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