One-Step Synthesis of a Silicon-substituted Norbornene Derivative Using the Bis-Silylation Reaction of Norbornadiene-2,5 with 1,1,1,2,2,2-Hexamethyldisilane

IF 0.7 4区化学 Q4 CHEMISTRY, APPLIED

Russian Journal of Applied Chemistry Pub Date : 2026-02-12 DOI:10.1134/S1070427225120018

P. P. Lezhnin, M. V. Bermeshev

引用次数: 0

Abstract

The possibility of a one-step synthesis of a norbornene derivative with two organosilicon substituents via the bis-silylation reaction of norbornadiene-2,5 (NBD) with 1,1,1,2,2,2-hexamethyldisilane was investigated. As a result, 5,6-bis(trimethylsilyl)norbornene-2 (BTSNTC) was obtained with high yield and high selectivity in the presence of a palladium catalyst and an isocyanide ligand. A significant influence of the solvent nature and the introduction of basic additives on the reaction rate and the maximum achievable NBD conversions was demonstrated. The optimal solvents and additives are toluene, 1,4-dioxane, and potassium tert-butoxide, respectively.

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降冰片二烯-2,5与1,1,1,2,2,2-六甲基二硅烷双硅化反应一步合成硅取代降冰片烯衍生物

研究了降冰片二烯-2,5 （NBD）与1,1,1,2,2,2-六甲基二硅烷双硅基化反应一步合成含两个有机硅取代基的降冰片二烯衍生物的可能性。结果表明，在钯催化剂和异氰化物配体的存在下，得到了高收率、高选择性的5,6-二（三甲基硅基）降冰片烯-2 （BTSNTC）。溶剂性质和碱性添加剂的引入对反应速率和NBD的最大转化率有显著影响。最佳溶剂和添加剂分别为甲苯、1,4-二恶烷和叔丁二氧化钾。

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来源期刊

Russian Journal of Applied Chemistry 化学-应用化学

CiteScore

1.60

自引率

11.10%

发文量

审稿时长

2-4 weeks

期刊介绍： Russian Journal of Applied Chemistry (Zhurnal prikladnoi khimii) was founded in 1928. It covers all application problems of modern chemistry, including the structure of inorganic and organic compounds, kinetics and mechanisms of chemical reactions, problems of chemical processes and apparatus, borderline problems of chemistry, and applied research.