Abstract The reaction mechanism between vinylidenesilanediyl and doubly bonded compounds (formaldehyde and methyleneimine) has been systematically investigated employing the second-order Møller-Plesset perturbation theory (MP2) method in order to better understand the reactivity of vinylidenesilanediyl. Geometry optimizations and vibrational analyses have been performed for the stationary points on the potential energy surfaces of the system. Calculations show that the four-membered heterocyclic silylene intermediate and Si-heterocyclic conjugated diene compound could be produced through addition and rearrangement processes between vinylidenesilanediyl and double bond compound. The silylene intermediate can react with second formaldehyde (or methyleneimine) to form a spiro-Si-heterocyclic product. The present study is helpful to understand further characterization of the C2H2Si molecular system and to offer an alternative approach to the formation of heterocyclic silylene and spiro-Si-heterocyclic compounds. Graphical Abstract

中文翻译：

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亚乙烯基硅烷二基与双键化合物（甲醛和亚甲基亚胺）之间反应的理论见解：杂环亚甲硅烷基和螺-Si-杂环化合物的形成

摘要 为了更好地理解亚乙烯基硅烷二基的反应性，采用二阶 Møller-Plesset 微扰理论 (MP2) 方法系统地研究了亚乙烯基硅烷二基与双键化合物（甲醛和亚甲基亚胺）之间的反应机理。对系统势能面上的静止点进行了几何优化和振动分析。计算表明，四元杂环亚甲硅烷基中间体和Si-杂环共轭二烯化合物可以通过亚乙烯基硅烷二基与双键化合物之间的加成和重排过程产生。亚甲硅烷中间体可与第二甲醛（或亚甲基亚胺）反应形成螺-Si-杂环产物。本研究有助于了解 C2H2Si 分子系统的进一步表征，并为形成杂环亚甲硅烷和螺-Si-杂环化合物提供另一种方法。图形概要