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2023 Fiscal Year Final Research Report

Exploration of synthesis and function of p-extended derivatives with azaphenalenyl moiety

Research Project

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Project/Area Number 21K05024
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Review Section Basic Section 33010:Structural organic chemistry and physical organic chemistry-related
Research InstitutionUniversity of Hyogo

Principal Investigator

Kawase Takeshi  兵庫県立大学, 工学研究科, 教授 (10201443)

Project Period (FY) 2021-04-01 – 2024-03-31
Keywords含窒素縮合多環状共役系 / アザフェナレニル / カチオンラジカル / オキサナノグラフェン / ビニルカルベン
Outline of Final Research Achievements

Nanographene model compounds with nitrogen atom(s)(aza-nanographenes) possessing azaphenalenyl moiety should have high redox properties. They would be applicable to organic semiconductors, photonic materials and catalysts for fuel cell. We have explored the electronic and structural properties of N-substituted 2-azaphenalenyl cation radicals with the simplest analog of aza-nanographene. Because the radical cations are air sensitive, but isolable species, the properties are studied structurally and electronically. The results provide an important insight into the properties of nitrogen-involving conjugated system. Moreover, the exploration has extended nanographene model compounds with oxygen atom(s). Actually, synthesis of new p-extended naphthoxanthenium cations derivatives are successfully performed, and the electronical and structural properties have been explored.

Free Research Field

構造有機化学

Academic Significance and Societal Importance of the Research Achievements

窒素原子を含む縮合多環状共役系化合物(含窒素ナノグラフェン)は特異な光・電子特性を示すことが知られている。また,その作用機構は良く知られていないものの含窒素グラフェンには燃料電池触媒作用があることが見出されており,そのモデル分子としても興味深い。本研究の成果より,ナフタレンイミド骨格は化学変換によって2-アザフェナレニルやその類縁体へ誘導可能であることが示された。この方法により,ナフタレンイミドを部分構造に持つ新規イミド類を出発物質に,新規なアザフェナレニル骨格を持つ含窒素共役系化合物の合成が可能になるものと期待され,新たな機能を持つ含窒素ナノグラフェン構築の指針が示された。

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Published: 2025-01-30  

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