A fully conjugated figure-of-eight nanohoop is presented with facile synthesis. The molecule’s lemniscular skeleton features the combination of two strained oligoparaphenylene loops and a flexible cyclooctatetrathiophene core. Its rigid yet guest-adaptive cavities enable the formation of the peanut-like 1:2 host-guest complexes with C 60 or C 70 , which have been confirmed by X-ray crystallography and characterized in solution. Further computational studies suggest notable geometric variations and non-covalent interactions of the cavities upon binding with different fullerenes, as well as the overall conjugation comparable to cycloparaphenylenes.

https://onlinelibrary.wiley.com/doi/10.1002/anie.202113334