Fully conjugated azacorannulene dimer as large diaza[80]fullerene fragment.

ABSTRACT: A fully conjugated azacorannulene dimer with a large π-surface (76π system) was successfully synthesized from a fully conjugated bifunctional polycyclic aromatic azomethine ylide. This molecule represents an example of diaza[80]fullerene (C₇₈N₂) fragment molecule bearing two internal nitrogen atoms. X-ray crystallography analysis shows its boat-shaped structure with two terminal azacorannulenes bent in the same direction. The molecular shape leads to unique selective association with a dumbbell-shaped C₆₀ dimer (C₁₂₀) over C₆₀ through shape recognition. Owing to its large π-surface and a narrow HOMO-LUMO gap, the azacorannulene dimer exhibits red fluorescence with a quantum yield of up to 31%. The utilization of the fully conjugated bi

SUBMITTER: Wang W 

PROVIDER: S-EPMC8938435 | biostudies-literature | 2022 Mar

REPOSITORIES: biostudies-literature