首页|S-Shaped Fused Azacorannulene Dimer:Structural and Redox Properties

S-Shaped Fused Azacorannulene Dimer:Structural and Redox Properties

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Because of their unique structural and chemical properties,buckybowl molecules have attracted considerable attention in a wide range of scientific disciplines.The importance and utility of bucky-bowl molecules significantly increases once they acquire larger π-surface area and/or heteroatoms.The fusion of buckybowl molecules has emerged as a new strategy to extend the π-surface of polycyclic aromatic compounds;however,the π-extension of heteroatom-embedded buckybowls by the fusion strategy is still rare.Here we report the synthesis and propeties of a fused azacorannulene dimer bear-ing a C62N2 core(1a),which can also be regarded as a double aza[5]helicene.Due to the steric repulsion between two azapentabenzocorannulene moieties,this molecule shows a rigid S-shaped structure where the two azacorannulene bowls face in opposite direc-tions.Stepwise chemical oxidation of 1a resulted in the formation of the corresponding radical cation(1a+)and dication(1a2+),providing an important insight into their aromaticity.The fusion of heteroatom-embedded buckybowls provides a pow-erful way to synthesize π-extended polycyclic aro-matic molecules.

azacorannulenesbuckybowl dimerre-dox chemistrystructure elucidationcycloadditions

Weifan Wang、Fiona Hanindita、Richard D.Webster、Shingo Ito

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Division of Chemistry and Biological Chemistry,School of Physical and Mathematical Sciences,Nanyang Technological University,Singapore 637371

Nanyang Technological University

2023

中国化学会会刊(英文)

中国化学会会刊(英文)

CSCD
ISSN:
年,卷(期):2023.5(5)
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