Synthesis of a Station-Less Molecular Daisy Chain.

A daisy chain architecture without a preferred low energy arrangement of the mechanically linked components is presented. The molecular design combines a rigid-rod type oligophenylene ethynylene subunit with an oligoethylene glycol macrocycle that features a bipyridine coordination site. The daisy chain dimer was synthesized via kinetic trapping of the interlocked structure using a Cadiot-Chodkiewicz active metal template reaction. Comparison of the isolated interlocked dimer with its monomeric analogue indicates the presence of a variety of different geometries for the molecular daisy chain. The dynamic sliding motion in the daisy chain is studied by variable temperature UV-vis and nuclear magnetic resonance (NMR) spectroscopy experiments, which point to a highly mobile system even at low temperatures.