支柱[5]arene作为模板罗塔克桑形成的辅助因素
Chenfeng Ke1, Nathan L Strutt, Hao Li
1Department of Chemistry, Northwestern University , 2145 Sheridan Road, Evanston, Illinois 60208, United States.
Journal of the American Chemical Society
|September 25, 2013
概括
这项研究表明,支柱[5]arene和cucurbit[6]uril宏循环如何协同模板亚酸-基环添加,形成具有高产量的复杂轮素. 这种协作模板能够有效地合成新型分子架构.
科学领域:
- 超分子化学 超分子化学
- 有机合成 有机合成
- 宏观循环化学 宏观循环化学
背景情况:
- 酶利用辅酶在活性部位结合基质.
- 像柱子[5]arene和cucurbit[6]uril这样的宏观循环可以模拟化学反应.
- 库库比特[6]uril 单独没有模板某些阿化-基环添加.
研究的目的:
- 为了研究支柱[5]arene和cucurbit[6]uril在亚酸-基因循环添加物的合作合效应.
- 通过这种合作模板合成新型罗塔xane 结构.
- 探索化过程中宏观循环之间结的作用.
主要方法:
- 使用支柱[5]arene和cucurbit[6]uril.uril.使用不同阿齐多基链的双二二酸盐的合作模拟.
- 在宏循环之间进行直角识别和结合,以指导轮素的形成.
- 在酸中在55°C的温度下进行反应优化,以实现快速和高产量的合成.
主要成果:
- 在2小时内形成两个 [4] 罗塔克桑和一个 [5] 罗塔克桑,产量>90%.
- 成功地将支柱[5]arene构造性异构体在轮素子组件上.
- 隔离一个 [5]rotaxane 含有两个柱子[5]arene 环与C5对称.
- 在1,3-双极循环添加中扩大区域化学的宪法范围.
结论:
- 柱体[5]arene和黄素[6]uril在模板化亚酸-基环添加物中表现出积极的合作性.
- 这种合作效应导致复杂的罗塔的高效和绿色合成.
- 该系统在温和条件下展示了直角识别和调度.
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