弗里德尔 - 克拉夫特斯加速器用于访问多桥功能大型柱体[n]场馆
Tan-Hao Shi1, Shigehisa Akine2,3, Shunsuke Ohtani1
1Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, 615-8510, Kyoto, Japan.
Angewandte Chemie (International ed. in English)
|December 18, 2023
概括
一种新的不可逆转的Friedel-Crafts化方法使得尺寸独占的柱子[n]arenes的合成成为可能. 这种方法避免了繁的净化,并引入了可反应的碳桥,以实现多功能功能化.
科学领域:
- 超分子化学 超分子化学
- 有机合成 有机合成
背景情况:
- 柱子[n]是宏循环,通常通过弗里德尔-克拉夫特化合成.
- 化的可逆性质导致宏循环大小的混合物,需要广泛的净化.
- 现有的方法产生惰性甲桥梁,限制了进一步的功能化.
研究的目的:
- 开发一种尺寸选择性方法来合成支柱[n]renes.
- 将反应性函数组引入到支柱[n]舞台桥梁上.
- 为了使新的合成,横向修改的柱子[n]arenes.
主要方法:
- 使用了不可逆转的弗里德尔-克拉夫特化反应.
- 使用的前体与碳酸和富含电子的烯环.
- 根据前体长度控制的宏循环大小.
主要成果:
- 实现了具有可预测环形尺寸的柱子[n]场的独家形成.
- 消除了对不需要的宏观循环进行艰苦分离的需要.
- 在桥梁位置引入了反应性碳基组,允许多功能修改.
结论:
- 不可逆转的Friedel-Crafts化提供了一个优越的途径,以大小定义的支柱[n]arenes.
- 碳桥使得各种各样的,横向功能化的支柱[n]arene衍生物的产生更加容易.
- 这种方法克服了支柱[n]arene合成传统化策略的局限性.
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