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- Title
Oxa‐TriQuinoline: A New Entry to Aza‐Oxa‐Crown Architectures.
- Authors
Kobayashi, Toi; Kumagai, Naoya
- 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 SNAr reactions, giving rise to the characteristic N3O3 aza‐oxa‐crown architecture. o‐TQ can serve as a new tridentate nitrogen ligand to capture a CuI 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 CuI 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 CuI cation. The o‐TQ/CuI complex is able to promote carbene catalysis to provide a range of enamines with a gem‐difluorinated terminus.
- Subjects
CORANNULENE; SUPRAMOLECULAR chemistry; ENAMINES; LIGANDS (Chemistry)
- Publication
Angewandte Chemie, 2023, Vol 135, Issue 32, p1
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202307896