Unusual solid-state behavior in a neutral [2]catenane bearing a hydrolyzable component

Org Lett. 2004 Mar 4;6(5):655-8. doi: 10.1021/ol036116s.

Abstract

A template-directed strategy to forming a bis(diimide) macrocycle through an intermediate asymmetric [2]catenane is reported. Saponification of the ester linkages within the crown ether component is much slower in the mechanically interlocked structure when compared to the free crown. The predominance of a single translational isomer leads to a dimeric structure, resulting in the generation of infinite channels within the crystal lattice. [structure: see text]