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Rotaxanes get a hand

Mechanical Bonds
Molecules that don't match their mirror image are said to be chiral. In supramolecular rotaxanes, the threading direction of a ring on an axle can produce handedness of this sort even if the two parts themselves are achiral. Jinks et al. report a selective method to make either one of the two possible rotaxane mirror images. They rely on the click reaction of an alkyne and azide to assemble the axle within the ring, with a chiral center appended to the azide to bias the process. Symmetrizing that center afterward produces a purely mechanically chiral construct.

Angew. Chem. Int. Ed. 10.1002/anie.201808990 (2018).