High order bistable [n]rotaxane architectures

ORGN 186

Ivan Aprahamian, William R. Dichtel, wdichtel@chem.ucla.edu, Travis B. Gasa, gasa@chem.ucla.edu, John-Carl Olsen, jcolsen@chem.ucla.edu, and J. Fraser Stoddart, stoddart@chem.ucla.edu. California NanoSystems Institute and Department of Chemistry and Biochemistry, University of California, Los Angeles, 405 Hilgard Avenue, Los Angeles, CA 90095-1569
The efficient preparation of high order interlocked structures will facilitate the development of sophisticated molecular machinery. For example, three-fold symmetric bistable [4]rotaxanes might form the basis of electrochemically switchable elevators, artificial muscles, or stimuli-responsive nanovalves. We recently found that the kinetically controlled synthesis of [2]-, [3]-, and [4]rotaxanes and catenanes proceeds with excellent yield from relatively simple precursors. This success has recently been extended to bistable rotaxanes. The synthesis and characterization of a variety of bistable [4]rotaxane architectures including tripods (Figure 1), capsules, and elevators will be presented.