有活性金属模板合成 [2]catenanes 的catenanes
Stephen M Goldup1, David A Leigh, Tao Long
1School of Chemistry, University of Edinburgh, The King's Buildings, West Mains Road, Edinburgh EH9 3JJ, United Kingdom.
Journal of the American Chemical Society
|October 8, 2009
概括
铜(I) 离子通过活性金属模板,促进机械互锁 [2]链的合成. 这种高效的方法可以通过点击化学或Cadiot-Chodkiewicz合来形成具有高产量的复杂连锁结构.
科学领域:
- 超分子化学 超分子化学
- 有机合成 有机合成
- 协调化学 协调化学
背景情况:
- 机械互锁分子 (MIM) 是具有独特性质的复杂架构.
- 模板导向合成对于有效构建MIM至关重要.
- 铜 (I) 离子是有机合成中已知的催化剂和模板.
研究的目的:
- 用铜 (I) 作为活性金属模板,报告 [2]catenanes 的合成.
- 探索单一和双重宏循环化策略.
- 为了利用Cu(I) 催化点击化学和Cadiot-Chodkiewicz合.
主要方法:
- 活性金属模板策略采用二烯或双二烯连接物.
- 铜 (I) 催化亚酸循环添加 (CuAAC) 点击反应.
- 铜 ((I) 介导的卡迪奥特-乔德基维奇异联.
主要成果:
- 通过单次宏循环化 (高达53%的产量) 高效合成异态电路 [2] 链.
- 通过双重宏循环 (46%的产量) 合成同电路 [2] 链的单合成.
- 不相互锁定的宏循环的最小形成 (<7%),突出了模板的有效性.
结论:
- 铜(I) 离子有效地作为催化剂和 [2]catenane合成的模板.
- 优化的反应条件和构建块选择提高了产量和选择性.
- 这些方法为复杂的机械互锁分子提供了稳健的途径.
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