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Reactivity of a Linear 2‐Germapropadiene with Acids, Ketones, and Amines
Chemistry - An Asian Journal ( IF 4.1 ) Pub Date : 2024-04-22 , DOI: 10.1002/asia.202400262
Koh Sugamata 1 , Teppei Asakawa 2 , Mao Minoura 2
Affiliation  

The reactivity of an isolable 2‐germapropadiene with acids, ketones, and amines was investigated. The reactions of 2‐germapropagiene 1 with hydrogen chloride and acetic acid afforded the corresponding dichlorogermane (2) and diacetoxygermane (3), respectively, indicating that the central germanium atom of 1 is electrophilic. The reaction of 1 with benzaldehyde proceeds via a formal [2+2] cycloaddition to afford the corresponding spiro compound (4). Moreover, 1 reacts smoothly with acetone to furnish germane 5, which contains a six‐membered ring involving two acetone molecules. Furthermore, 1 undergoes N‐H bond insertion with methylamine or aniline to afford diamino germanes 7 and 8, respectively. The reaction of 1 with urea selectively afforded the corresponding N‐H‐insertion product (8).

中文翻译:

线性 2-Germapropadiene 与酸、酮和胺的反应性

研究了可分离的 2-germapropadiene 与酸、酮和胺的反应性。 2-germapropagiene 1与氯化氢和乙酸反应分别得到相应的二氯锗烷(2)和二乙酰氧基锗烷(3),表明1的中心锗原子是亲电子的。 1与苯甲醛的反应通过正式的[2+2]环加成进行,得到相应的螺环化合物(4)。此外,1与丙酮顺利反应生成锗烷5,其中包含一个由两个丙酮分子组成的六元环。此外,1与甲胺或苯胺进行N-H键插入,分别得到二氨基锗烷7和8。 1 与脲的反应选择性地产生相应的 N-H-插入产物 (8)。
更新日期:2024-04-22
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