Synthesis and Functionalization of a 1,4-Bis(trimethylsilyl)tetrasila-1,3-diene through the Selective Cleavage of Si(sp2)–Si(sp3) Bonds under Mild Reaction Conditions,Organometallics

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Synthesis and Functionalization of a 1,4-Bis(trimethylsilyl)tetrasila-1,3-diene through the Selective Cleavage of Si(sp2)–Si(sp3) Bonds under Mild Reaction Conditions
Organometallics ( IF 2.5 ) Pub Date : 2018-01-05 00:00:00 , DOI: 10.1021/acs.organomet.7b00864
Naohiko Akasaka ₁ , Kentaro Fujieda ₁ , Eleonora Garoni _{2,

3} , Kenji Kamada ₂ , Hiroshi Matsui ₄ , Masayoshi Nakano ₄ , Takeaki Iwamoto ₁

Affiliation

Although the oxidative coupling of disilenides, i.e., the disilicon analogues of vinyl anions, represents a promising route to extend the conjugation between Si═Si double bonds, previously reported synthetic routes to disilenides involve strongly reducing conditions. Herein, we report a novel synthetic route to disilenides from stable disilenes via the selective cleavage of Si(sp²)–Si(sp³) bonds under milder reaction conditions. Using this method, a 1,4-bis(trimethylsilyl)tetrasila-1,3-diene (5) was synthesized from the corresponding silyl-substituted disilene. Moreover, Et₃Si-substituted tetrasila-1,3-diene 7 was synthesized via tetrasila-1,3-dien-1-ide 6, which is the first example of a functionalized tetrasila-1,3-diene.

中文翻译：

在温和的反应条件下，通过选择性裂解Si（sp ²）-Si（sp ³）键，合成1,4-双（三甲基甲硅烷基）四硅-1,3-二烯并使其功能化

尽管二硅化物，即乙烯基阴离子的二硅类似物的氧化偶联代表了扩展Si═Si双键之间共轭的有前途的途径，但是先前报道的二硅化物的合成途径涉及强烈的还原条件。在本文中，我们报告了在较温和的反应条件下通过选择性裂解Si（sp ²）-Si（sp ³）键从稳定的二硅萘烷中分离出二硅氢化物的新途径。使用该方法，由相应的甲硅烷基取代的二ilene合成了1,4-双（三甲基甲硅烷基）四硅-1,3-二烯（5）。此外，经由四硅-1,3-二烯-1-化物6合成了Et ₃ Si-取代的四硅-1,3-二烯7。，这是官能化的四硅1,3-二烯的第一个实例。

更新日期：2018-01-06

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