一种基于迪烯的N-异环环兰的不寻常的核友反应性
Phuong M Tran1, Yuzhong Wang1, Mitchell E Lahm1
1Department of Chemistry, The University of Georgia, Athens, Georgia 30602-2556, USA. robinson@uga.edu.
Dalton transactions (Cambridge, England : 2003)
|March 20, 2024
概括
这项研究揭示了dithiolene-based N-heterocyclic silane通过双核友性位点与三化物 (BX3) 反应. 这些反应产生了不同的产物,包括zwitterionic添加物和裂变产物,这取决于所使用的特定三化物.
科学领域:
- 有机化学 有机化学
- 化学 化学
- 异环化学 异环化学
背景情况:
- 在合成化学中,N-异环基兰是多用途的构建模块.
- 滴立烯部分由于它们的硫原子提供了独特的反应性.
- 了解西兰与易斯酸 (如三化物) 的反应性至关重要.
研究的目的:
- 为了研究基于dithiolene的N- heterocyclic silane与各种三化物 (BX3) 的反应途径.
- 阐明双核友性位点在观察到的反应性中的作用.
- 为了描述由此产生的添加物和裂变产物.
主要方法:
- 基于迪烯的N-异环 (4) 与三化物 (BX3,其中X=Br,I,Cl) 的反应.
- 反应产物的光谱表征 (例如,NMR,质谱学).
- 反应机制的分析,包括Si-S和Si-N键裂解路径.
主要成果:
- 与BX3的反应 (X = Br,I) 产生了zwitterionic的易斯添加物 (5和8).
- 与BCl3的反应导致Si-S键裂变,形成一个代烯替代的N-异环 (10).
- 通过BI3的介导,可通过Si-N键裂变将labile adduct 8转换为产品 9.
结论:
- 基于二硫烯的N-异环 (4) 呈现双核友性行为.
- 核友性位点包括dithiolene的终端硫原子和N-异环单元的骨干碳.
- 三化物的选择决定了反应路径,导致导 adduct 形成或键裂解.
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