Mechanically axially chiral catenanes and noncanonical mechanically axially chiral rotaxanes.

ABSTRACT: Chirality typically arises in molecules because of a rigidly chiral arrangement of covalently bonded atoms. Less generally appreciated is that chirality can arise when molecules are threaded through one another to create a mechanical bond. For example, when two macrocycles with chemically distinct faces are joined to form a catenane, the structure is chiral, although the rings themselves are not. However, enantiopure mechanically axially chiral catenanes in which the mechanical bond provides the sole source of stereochemistry have not been reported. Here we re-examine the symmetry properties of these molecules and in doing so identify a straightforward route to access them from simple chiral building blocks. Our analysis also led us to identify an analogous but previously unremarked upon r

SUBMITTER: Maynard JRJ 

PROVIDER: S-EPMC7613450 | biostudies-literature | 2022 Sep

REPOSITORIES: biostudies-literature