(Figure Presented) A catenane, composed of a π-electron-rich bis-1,5-dioxynaphthalenecrown10 (BDNP38C10) ring, mechanically interlocked with a large macrocycle containing two disubstituted tetraarylmethane "speed bumps" and two different π-electron-deficient units - namely, naphthalene dimide (NpI) and bipyridinium (BIPY2+) units - has been synthesized from a rotaxane, containing the former recognition unit, after performing two sequential Cu(I)-catalyzed azide-alkyne cycloadditions with a linker containing the latter recognition unit. The product, which exists as a single co-conformer, wherein the BDNP38C10 ring encircles the NpI unit, undergoes equilibration to give approximately equal amounts of the other co-conformer in which the BDNP38C10 ring encircles the BIPY2+ unit.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry