通过分配非手性[2]轮烷合成机械平面手性 rac-[2]轮烷：穿梭诱导的立体反转。
Synthesis of Mechanically Planar Chiral rac-[2]Rotaxanes by Partitioning of an Achiral [2]Rotaxane: Stereoinversion Induced by Shuttling.
机构信息
Department of Chemistry, Faculty of Science, Tokyo University of Science , Kagurazaka, Shinjuku, Tokyo 162-8601, Japan.
Research Center for Medical and Dental Sciences, Tokyo Medical and Dental University , 1-5-45 Yushima, Bunkyo-ku, Tokyo 113-8510, Japan.
出版信息
Org Lett. 2017 Aug 18;19(16):4347-4350. doi: 10.1021/acs.orglett.7b02043. Epub 2017 Aug 7.
Mechanically planar chiral [2]rotaxanes were synthesized by the introduction of bulky pyrrole moieties into the axle component of an achiral [2]rotaxane. The enantiomers were separated by chiral HPLC. The shuttling of the ring component between the two compartments at high temperature induced the stereoinversion of the mechanically planar chiral [2]rotaxane. The rate of the stereoinversion was studied quantitatively, and the kinetic parameters were determined.
通过在非手性[2]轮烷的轴部分引入庞大的吡咯部分，合成了机械平面手性[2]轮烷。对映异构体通过手性 HPLC 分离。高温下环组件在两个隔室之间的穿梭诱导了机械平面手性[2]轮烷的立体反转。对立体反转的速率进行了定量研究，并确定了动力学参数。
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