Chiral supramolecular polymers were constructed through the host-guest complexation of an octaphosphonate biscavitand and a chiral diammonium guest. Isothermal titration calorimetry determined that host-guest complexation was enthalpy- and entropy-favored with high binding constants. Diffusion-ordered NMR spectroscopy and viscometry of the host-guest solution revealed that supramolecular polymerization occurred, which most likely followed a ring-chain mechanism. The cyclic oligomers and the supramolecular polymer chains were visualized by atomic force microscopy. Circular dichroism was observed when the octaphosphonate biscavitand and the chiral diammonium guest were mixed, which suggested that chirally twisted supramolecular polymers were formed.

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