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来自Dibenzo-30-crown-10的维奥基罗塔克桑
Hanlie R Wessels1, Carla Slebodnick1, Harry W Gibson1
1Department of Chemistry , Virginia Tech , Blacksburg , Virginia 24060 , United States.
Journal of the American Chemical Society
|May 19, 2018
概括
研究人员使用dibenzo-30-crown-10和viologens合成了新的 [2]-和 [3]-rotaxanes. 这些发现代表了从这些特定的分子组件中成功形成的第一个罗塔克桑.
科学领域:
- 超分子化学
- 有机合成
- 分子识别
背景情况:
- 迪本佐-30-皇冠-10是一种因其结合性而闻名的宏循环.
- 维奥基因是缺乏电子的有机化合物,在分子装置中具有潜在的应用.
- 机械互锁分子的形成依赖于特定的宿主-客人相互作用.
研究的目的:
- 通过二-30-皇冠-10/维奥结合基因合成和描述新型罗塔.
- 确定从二-30-皇冠-10和viologens形成的可行性.
- 研究这些组件之间的溶液相复杂化行为.
主要方法:
- 有机合成 [2] - 罗塔克桑 (化合物4,7,12) 和 [3] - 罗塔克桑 (化合物8).
- 使用核磁共振 (NMR) 光谱 (1H和13C) 和高分辨率质谱 (HRMS) 进行表征.
- 用X射线结晶学测定代表性 [2]-罗他森 (化合物7) 的固态结构.
主要成果:
- 三种 [2] - 罗塔克桑和一种 [3] - 罗塔克桑的成功合成,其中包含了dibenzo-30-crown-10/viologen系统.
- 综合的光谱和质谱数据证实了合成的罗塔克桑的结构.
- 获得的X射线晶体结构提供了对[2]-罗他森结构的详细分子洞察.
- 已有证据表明,二-30-冠-10与溶液中的维奥基因形成伪复合物.
结论:
- 迪本佐-30-皇冠-10和维奥基因可以有效地形成机械互锁的分子,特别是罗塔克桑.
- 这项研究是首次使用这种特殊的宏循环-客组合成罗塔克桑的报告.
- 结果证实了溶液阶段伪复合物的形成,证实了二-30- 冠-10与viologens之间的结合相互作用.
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