化学
轮烷
冠醚
酰胺
试剂
乙醚
胺气处理
电泳剂
高分子化学
分子
组合化学
超分子化学
有机化学
催化作用
离子
作者
Stephen D. P. Fielden,David A. Leigh,Charlie T. McTernan,Carlos Saá,Iñigo J. Vitórica-Yrezábal
摘要
We report the synthesis of crown ether-ammonium, amide and amine [2]rotaxanes via transition state stabilization of axle-forming reactions. In contrast to the two-step "clipping" and "capping" strategies generally used for rotaxane synthesis, here the components assemble into the interlocked molecule in a single, reagent-less, step under kinetic control. The crown ether accelerates the reaction of the axle-forming components through the cavity to give the threaded product in a form of metal-free active template synthesis. Rotaxane formation can proceed through the stabilization of different transition states featuring 5-coordinate (e.g., SN2) or 4-coordinate (e.g., acylation, Michael addition) carbon. Examples prepared using the approach include crown-ether-peptide rotaxanes and switchable molecular shuttles.
科研通智能强力驱动
Strongly Powered by AbleSci AI