An Interlocked Figure‐of‐Eight Molecular Shuttle

Abstract

Here is reported the synthesis and characterization of an interlocked figure‐of‐eight rotaxane molecular shuttle from a dibenzo‐24‐crown‐8 (DB24C8) derivative. This latter bears two molecular chains, whose extremities are able to react together by click chemistry. One of the two substituting chain holds an ammonium function aimed at driving the self‐entanglement through the complexation of the DB24C8 moiety. In the targeted figure‐of‐eight rotaxane, shuttling of the DB24C8 along the threaded axle from the best ammonium station to the weaker binding site triazolium was performed through deprotonation‐then‐carbamoylation of the ammonium. This way, two discrete co‐conformational states were obtained, in which the folding and size of the two loops could be changed.

Stepwise Dissipative Control of Multimodal Motion in a Silver(I) Catenate

“…We also reveal that both intrinsic motions are coupled with each other and provide a plausible explanation for the diverse dynamics in different assemblies. In this context, it is important to stress that, initiated by the ground-breaking work of Sauvage, [30] several stimuli-responsive rotaxanes as part of a ring system (= catenates) have been described earlier, [31,32] even dynamic rotaxanes displaying dual motion [33,34] or formation/dissociation, [35] but never shuttling in combination with another type of motion, here a sliding motion.…”

Dual-Stimulus-Driven Dynamically Controllable [3]Rotaxane with Tunable Organic Room-Temperature Phosphorescence

“…Animals or plants can perform different response movements when they are subjected to external stimuli. To imitate them, a variety of stimulus-responsive systems, especially mechanically interlocked molecules (MIMs), were developed in succession. − Among them, dynamically controllable rotaxanes, possessing simple structures and being easily constructed, have been used for the fabrication of multifarious artificial molecular machines such as molecular shuttles, , molecular muscles, molecular pumps, , etc. It is crucial that two or more recognition sites with which macrocyclic hosts have diverse binding abilities are introduced into dynamic rotaxanes.…”