An attempt to synthesize cyclacene using decarbonyl aromatic ring reaction

2018 Fiscal Year Final Research Report

• Project/Area Number: 17K19123
• Research Category: Grant-in-Aid for Challenging Research (Exploratory)
• Allocation Type: Multi-year Fund
• Research Field: Organic chemistry and related fields
• Research Institution: Kyushu University
• Principal Investigator: Watanabe Motonori 九州大学, カーボンニュートラル・エネルギー国際研究所, 准教授 (60700276)
• Project Period (FY): 2017-06-30 – 2019-03-31
• Keywords: シクラセン / アセン / 前駆体法 / ナノチューブ

Outline of Final Research Achievements

In this research, we aim to synthesize the precursor that can form cyclacene skeleton and achieve the target cyclacene by the reaction that is stimulated by mild condition such heat and/or light energy instead of chemical reaction. When the norbornadiene skeleton was selected as the starting material for the targeted cyclacene skeleton, we succeeded in synthesizing a bromohexacene precursor, which is a planar extension structure of the cyclacene skeleton. However, it was difficult to synthesize a precursor with a small ring size by this method, so reaction with norbornadiene-2,3,5,6-tetradiene was tried, but the corresponding cyclacene precursor could not be synthesized. . In the future, it has become an issue to consider the synthesis of cyclacene skeleton by multistep reaction.

Free Research Field

有機材料化学

Academic Significance and Societal Importance of the Research Achievements

新規カーボン材料は実用化を見据えた研究が数多くなされ、その分野もバッテリー、キャパシタや半導体等の蓄電・導電材料、太陽電池や光触媒等の光電材料、熱伝材料や分子フィルター等、応用は幅広い。シクラセンはジグザグ型ナノチューブの基本骨格で、この分子の合成法と物性が明らかにされれば選択的ナノチューブの合成が可能となるが、未だ合成が達成されていない化合物である。本研究によりシクラセンへの合成と物性が明らかにされれば、ジグザグ型ナノチューブの基本骨格分野の新領域が開拓される。