在Knoevenagel化合物和Imines之间的CC/CN交换中的动态共价转化
Ruirui Gu1,2, Karolina Flidrova1, Jean-Marie Lehn1
1Laboratoire de Chimie Supramoléculaire, Institut de Science et d'Ingénierie Supramoléculaires , Université de Strasbourg , 8 allée Gaspard Monge , 67000 Strasbourg , France.
Journal of the American Chemical Society
|April 5, 2018
概括
这项研究揭示了Knoevenagel (Kn) 化合物与伊米因之间的无催化剂,可逆反应. 它通过一种新的器官转化机制进行,其中涉及四个成员的亚丁中间体.
科学领域:
- 有机化学
- 超分子化学
背景情况:
- 动态共价化学 (DCC) 允许创建适应性材料.
- 现有的DCC反应通常需要催化剂或特定条件.
研究的目的:
- 为了研究Knoevenagel化合物和imines之间的新型无催化剂的动态共价反应.
- 阐明反应机制并确定关键的中间体.
主要方法:
- 由巴比酸盐衍生的Knoevenagel化合物的反应与非极性溶剂中的胺.
- 使用核磁共振 (NMR) 和质谱法进行反应中间体的表征.
- 低温稳定和中间体的隔离.
主要成果:
- 在没有催化剂的情况下证明了快速和可逆的CC/CN交换.
- 确定了一种关联性器官转移机制,其中涉及四个成员的亚丁中间体.
- 通过使用特定的Knoevenagel衍生物和循环 imines成功生成和特征化阿兹提丁中间体.
结论:
- 描述的过程是通过四个环 adduct 进行真正的动态共价器官转化.
- 这种反应为设计动态共价系统 (包括聚合物和组件) 开辟了新的途径.
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