Oxa‐TriQuinoline: A New Entry to Aza‐Oxa‐Crown Architectures**
Toi Kobayashi, Naoya Kumagai
Abstract
Abstract A new 15‐membered‐macrocyclic molecular entity, oxa‐TriQuinoline (o‐TQ), was designed and synthesized. In o‐TQ, three oxygen atoms were joined onto three quinoline units at the 2‐ and 8‐positions in a head‐to‐tail fashion by three‐fold S N Ar reactions, giving rise to the characteristic N 3 O 3 aza‐oxa‐crown architecture. o‐TQ can serve as a new tridentate nitrogen ligand to capture a Cu I cation and adopt a bowl shape, before supramolecular complexation with corannulene and [12]cycloparaphenylene (CPP) occurs through π–π and CH–π interactions. In the presence of the Cu I cation, the non‐emissive o‐TQ becomes a highly emissive material in the solid state, whereby the emission wavelengths depend on the ancillary ligand on the Cu I cation. The o‐TQ/Cu I complex is able to promote carbene catalysis to provide a range of enamines with a gem ‐difluorinated terminus.