The Final Stereogenic Unit of [2]Rotaxanes: Type 2 Geometric Isomers

Mechanical stereochemistry arises when the interlocking of stereochemically trivial covalent subcomponents results in a stereochemical complex object. Although this general concept was identified in 1961, the stereochemical description of these molecules is still under development, with new mechanical stereoisomers identified recently. 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.