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Interlocked molecules have potential applicability as molecular actuators and switches within mesoscale molecularelectronic devices.1 Using the "threading followed by stoppering" approach to efficiently synthesize rotaxanes can bechallenging because several factors affect the formation of the precursor pseudorotaxanes in solution—for example,low association constants for the interactions between the thread-and bead-like components,the use of competingsolvents and/or elevated temperatures,and the formation of interfering byproducts during the stoppering process.2In theory,solvent-free conditions would minimize the degree of dissociation of the pseudorotaxane complexes duringthe stoppering reaction,but a new challenge arises in choosing a suitable stoppering reaction that can be performedwhile grinding a well-mixed solid phase.In this talk,we will discuss our continuous efforts in assembly interestinginterlocked structures by solid state ball-milling approach.