Savoini Andrea, Gallagher Peter R, Saady Abed, Goldup Stephen M
School of Chemistry, University of Southampton, University Road, Southampton SO17 1BJ, U.K.
School of Chemistry, University of Birmingham, Edgbaston, Birmingham B15 2TT, U.K.
J Am Chem Soc. 2024 Mar 27;146(12):8472-8479. doi: 10.1021/jacs.3c14594. Epub 2024 Mar 18.
Mechanical stereochemistry arises when the interlocking of stereochemically trivial covalent subcomponents results in a stereochemically complex object. Although this general concept was identified in 1961, the stereochemical description of these molecules is still under development to the extent that new forms of mechanical stereochemistry are still being identified. Here, we present a simple analysis of rotaxane and catenane stereochemistry that allowed us to identify the final missing simple mechanical stereogenic unit, an overlooked form of rotaxane geometric isomerism, and demonstrate its stereoselective synthesis.
当立体化学上简单的共价子组件相互锁定形成一个立体化学复杂的物体时，就会产生机械立体化学。尽管这一普遍概念在1961年就已被确认，但这些分子的立体化学描述仍在发展，以至于仍在不断发现新形式的机械立体化学。在此，我们对轮烷和索烃的立体化学进行了简单分析，从而得以确定最后一个缺失的简单机械立体异构单元、一种被忽视的轮烷几何异构形式，并展示了其立体选择性合成。
