Department of Chemistry and Biochemistry , University of Notre Dame , 236 Nieuwland Science Hall , Notre Dame , Indiana 46556 , United States.
Org Lett. 2018 Apr 6;20(7):2096-2099. doi: 10.1021/acs.orglett.8b00655. Epub 2018 Mar 15.
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 12-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.
一种带有两个穿入式α-环糊精(α-CD)轮的轮烷,通过在室温下一锅法合成,产率为 92%。该过程中,α-CD 在水中自发穿入十二碳烷基链,随后发生肟缩合反应,连接两个含硼酸酯的堵头基团。通过添加化学添加剂控制互锁组件之间的硼酸酯键形成,从而开启或关闭穿入式α-CD 轮围绕被包封哑铃的快速旋转。