Synthesis and Characterization of π-Extended Nonalternant Hydrocarbons Containing Azulene, Pentalene, and Heptalene Frameworks

  • Konishi Akihito
    Department of Applied Chemistry, Graduate School of Engineering, Osaka University
  • Yasuda Makoto
    Department of Applied Chemistry, Graduate School of Engineering, Osaka University

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  • アズレン,ペンタレン,ヘプタレン骨格を含むπ拡張非交互炭化水素類の合成と性質
  • アズレン,ペンタレン,ヘプタレン コッカク オ フクム pカクチョウ ヒコウゴ タンカスイソルイ ノ ゴウセイ ト セイシツ

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<p>Nonalternant hydrocarbons, which involve odd-membered rings, are an intriguing family for investigations of the structure-property relationship of π-conjugated carbocycles. Bicyclic nonalternant hydrocarbons, azulene, pentalene and heptalene, are the most fundamental molecules in a series of nonalternant hydrocarbons. Over the last 15 years, the chemistry of nonalternant hydrocarbons has experienced a remarkable renaissance mainly thanks to advances in synthetic methodologies. Ring-annulated nonalternant π-systems, in which some benzenoid rings are attached into the nonalternant frameworks, are the key players in their resurgence. The ring annulation impacts the electronic structures of nonalternant subunits, which modulates the HOMO-LUMO gap and creates perturbations in their inherent (anti)aromatic nature. The tunable, narrow HOMO-LUMO gap has offered rich studies into the electronic properties of open-shell characters and into their potential applications as functional organic optoelectronic materials. This article describes our recent studies on the synthesis and characterization of π-extended nonalternant hydrocarbons, containing azulene, pentalene and heptalene frameworks.</p>

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