桥联双萘及其衍生物的合成以及对有机阳离子的络合作用

发布时间：2018-02-02 23:41

本文关键词： 主客体化学大环化学桥联双萘　出处：《有机化学》2017年03期 　论文类型：期刊论文

【摘要】：对基于2-萘酚和丙二缩醛的桥联双萘进行了改造,合成了六种具有不同取代基、侧壁或桥的桥联双萘衍生物.通过单晶衍射和分子模拟对其结构进行了研究,所有化合物都具有弧形结构.静电势能表面表明这些弧形分子的内部是富电子的,因此能够通过阳离子-π相互作用与有机阳离子发生络合.通过~1H NMR滴定和Job’s曲线研究了这些弧形分子与基于1,4-二氮杂二环[2.2.2]辛烷(DABCO)的有机阳离子的键合计量比和络合常数.结果表明富电子的分子对有机阳离子的络合能力更强,而减少桥上碳原子的数量会减弱分子的络合能力.这些新型的弧形分子为构建大环受体提供了很好的骨架单元.
[Abstract]:The bridged binaphthalene based on 2-naphthol and propyldiacetal was modified and six kinds of bridged dicenaphthalene derivatives with different substituents, side walls or bridges were synthesized and their structures were studied by single crystal diffraction and molecular simulation. All compounds have an arc structure. The electrostatic potential energy surface indicates that the internal structure of these arc molecules is electron-rich. Therefore, it is possible to complexate with organic cations by cationic-蟺 interaction. By 1H NMR titration and Job's curves, we have studied the interaction of these arc molecules with 1 + 4- diaza-dicyclo. [2.2.2 the ratio of the total amount of bond and the complexation constant of the organic cations of the octane (DABCOO). The results show that the electron-rich molecules have stronger complexation ability to the organic cations. The reduction of the number of carbon atoms on the bridge weakens the complexation ability of the molecules. These novel arc molecules provide a good skeleton unit for the construction of macrocyclic receptors.
【作者单位】：北京理工大学化学与化工学院;南方科技大学化学系;
【基金】：国家自然科学基金(Nos.21302090,21572097) 中组部“青年千人计划”资助项目~~
【分类号】：O641.4
【正文快照】： 主客体化学是有机超分子化学研究的主要内容之一[1],探索新型的主体分子对推动这一领域的发展具有重要的意义.具有一定弧度的刚性分子[2]是很好的大环受体基元,其本身就能够识别特定的客体分子[3].如Kagan’s醚[4]、Tr?ger’s碱[5]和三蝶烯[6]等,因其固定的构型和裂穴,被广泛

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