Wilson Hannah, Byrne Sean, Mullen Kathleen M
School of Chemistry, Physics and Mechanical Engineering, Queensland University of Technology, Brisbane, Queensland, 4001 (Australia).
Chem Asian J. 2015 Mar;10(3):715-21. doi: 10.1002/asia.201403288. Epub 2015 Feb 5.
Despite advances in the range of mechanically interlocked architectures that can be synthesized and operated as supramolecular machines, motors and sensors in solution, in many cases their synthesis is laborious and expensive requiring long multistep pathways with extensive purification at each stage. Dynamic covalent chemistry has been shown to overcome problems with traditional kinetically controlled synthetic approaches that often afford low yields of interlocked architectures due to irreversible formation of non-interlocked by-products. Herein, we describe the use of reversible disulfide exchange reactions as a means to assemble catenanes and rotaxanes in organic solutions. Moreover, the application of this thermodynamic approach to assemble interlocked architectures at the solution:surface interface, specifically polymer resins, is discussed.
尽管在可作为超分子机器、溶液中的马达和传感器进行合成与操作的机械互锁结构的范围方面取得了进展,但在许多情况下,它们的合成既费力又昂贵,需要冗长的多步途径,并且在每个阶段都需要进行广泛的纯化。动态共价化学已被证明可以克服传统动力学控制合成方法存在的问题,传统方法由于非互锁副产物的不可逆形成,常常导致互锁结构的产率较低。在此,我们描述了使用可逆二硫键交换反应作为在有机溶液中组装索烃和轮烷的一种方法。此外,还讨论了这种热力学方法在溶液:表面界面,特别是聚合物树脂上组装互锁结构的应用。