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Benzene‐Fused Azacorannulene Bearing an Internal Nitrogen Atom
Authors:Dr Shingo Ito  Yuki Tokimaru  Prof Kyoko Nozaki
Institution:Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7‐3‐1 Hongo, Bunkyo‐ku, Tokyo 113‐8656 (Japan)
Abstract:A novel nitrogen‐doped corannulene derivative, 8‐tert‐butyl‐6b2‐azapentabenzobc,ef,hi,kl,no]corannulene, was synthesized by 1,3‐dipolar cycloaddition of a polycyclic aromatic azomethine ylide with a diarylethyne and subsequent palladium‐catalyzed intramolecular cyclization. This molecule represents the first example of a corannulene derivative bearing an internal heteroatom, and exhibits unique structural and physical properties caused by the introduction of the nitrogen atom and extended π‐conjugation, as compared to the parent corannulene.
Keywords:azomethine ylide  corannulenes  polycycles  supramolecular chemistry  synthetic methods
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