Creation of Nitrogen-containing Nanographene Based on Pyrrole

2018 Fiscal Year Final Research Report

• Project/Area Number: 16K05698
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Ehime University
• Principal Investigator: Takase Masayoshi 愛媛大学, 理工学研究科(理学系), 准教授 (90516121)
• Project Period (FY): 2016-04-01 – 2019-03-31
• Keywords: ピロール / アザコロネン / 拡張π電子系 / 曲面π電子系 / 酸化還元特性 / ラジカルカチオン

Outline of Final Research Achievements

The synthesis and characterization of novel pyrrole-containing nanographenes were performed, which was synthesized by using aromatic nucleophilic substitution of pyrrole toward electron-deficient aromatics and successive oxidative cyclodehydrogenation. Through a series of study, the synthesis of curved π-electron compounds and anti aromatic compounds was succeeded. The compounds showed stable redox properties compared to previously known nanographene, resulted in the isolation of not only neutral species but also radical cations and diction. The structure-property relationships of the newly obtained compounds were conducted.

Free Research Field

構造有機化学

Academic Significance and Societal Importance of the Research Achievements

ナノカーボン類を構造の明確な分子性材料として応用しようとする研究が現在注目を集めている。一方、窒素原子などのヘテロ原子を導入したその類縁体の研究例はほとんどない。本研究では、ピロールを基本骨格に用いた含窒素ナノグラフェンを新たに合成し、その構造を明らかにするだけでなく、酸化還元・光学・芳香族性などとの相関関係を明らかにした。一連の研究を通じて、非常に珍しい、曲がったπ電子系化合物や反芳香族性を示す化合物の合成に成功した。