Construction of novel fluorescent materials based on the self-assembly of curved pi-conjugated surfaces

2020 Fiscal Year Final Research Report

• Project/Area Number: 19K23623
• Research Category: Grant-in-Aid for Research Activity Start-up
• Allocation Type: Multi-year Fund
• Review Section: 0501:Physical chemistry, functional solid state chemistry, organic chemistry, polymers, organic materials, biomolecular chemistry, and related fields
• Research Institution: Tokyo Institute of Technology
• Principal Investigator: Yamashina Masahiro 東京工業大学, 理学院, 助教 (80847153)
• Project Period (FY): 2019-08-30 – 2021-03-31
• Keywords: 分子内包 / 湾曲したπ共役系 / ホスト-ゲスト / ケージ分子

Outline of Final Research Achievements

In this study, we could demonstrate the construction of an antiaromatic-walled nanospace within a self-assembled cage composed of four metal ions with six identical antiaromatic walls. Although norcorrole has flat structure, each norcorrole wall displays a 165.4°bend inwards. Calculations indicate that the magnetic effects of the antiaromatic moieties surrounding this nanospace reinforce each other. This prediction is confirmed by 1H nuclear magnetic resonance (NMR) signals of bound guest molecules, which are observed at chemical shift values of up to 24 parts per million (ppm), owing to the combined antiaromatic deshielding effect of the surrounding rings.

Free Research Field

超分子化学

Academic Significance and Societal Importance of the Research Achievements

本研究では、湾曲した反芳香族分子と自己集合の手法を利用することで、これまで確認されたことのない「反芳香族壁のナノ空間」を有する分子ケージを構築し、その性質を明らかにすることに成功した。これらの成果は、新しいタイプの分子ケージのコンセプトを提案するだけではなく、反芳香族分子との相互作用など、未解明の部分が多い反芳香族分子の性質を解き明かす重要な手段の一つになることが期待される。