Tying up topological chirality

Abstract

Linked molecules have long captured chemists’ imaginations, and their synthesis even won researchers the 2016 Nobel Prize in Chemistry. But while these molecules are often discussed in terms of molecular motors and switches, Steve Goldup’s lab at the University of Southampton is more interested in understanding how to make them. Now, his team has developed a method for synthesizing and separating topologically chiral catenanes, enabling investigations of the exotic molecules’ properties (Chem 2019, DOI: 10.1016/j.chempr.2019.03.008). “The work is a major step forward,” says Nicholas Evans of Lancaster University. He says it’s the first demonstration of enantiopure samples of topologically chiral catenanes on a preparative scale. Topological chirality refers to a higher-level spatial orientation in these molecules. On their own, the catenane loops are not chiral. When they are interlinked, their chirality depends on their orientations relative to each other. The only way the chirality could be flipped would be to