Cyclodextrin Rotaxane with Switchable Pirouetting.

Cyclodextrin Rotaxane with Switchable Pirouetting.
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DOI:
10.1021/acs.orglett.8b00655
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发表时间:
2018-04-06
期刊:
影响因子:
5.2
通讯作者:
Smith BD
Smith BD
中科院分区:
化学1区
文献类型:
--
作者:
Zhang QW;Zajíček J;Smith BD

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在室温下使用一锅法合成了具有两个螺纹α-环糊精(α-CD)轮的[1]轮烷,产率为92%,该方法在水中自发地将α-CD螺纹连接到十二碳烷基链上,然后进行肟缩合反应,连接两个含硼酸的终止基团。通过控制互锁部件之间硼酸酯键形成的化学添加剂的存在,围绕封装哑铃的螺纹α-CD轮的快速旋转被切换为“开”或“关”。
A [1]rotaxane with two threaded α-cyclodextrin (α-CD) wheels was synthesized in 92% yield using a one-pot process at room temperature that employed spontaneous α-CD threading onto a twelve-carbon alkyl chain in water, followed by an oxime condensation reaction that attached two boronic acid-containing stopper groups. Rapid pirouetting of the threaded α-CD wheels around the encapsulated dumbbell was switched “ON” or “OFF” by the presence of chemical additives that controlled boronate ester bond formation between the interlocked components.
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