Exploration of planarized triarylborane-based assemblies to produce functions in pi-electron systems

2020 Fiscal Year Final Research Report

• Project/Area Number: 19K23628
• 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: Nagoya University
• Principal Investigator: Ando Naoki 名古屋大学, 理学研究科, 特任助教 (80848979)
• Project Period (FY): 2019-08-30 – 2021-03-31
• Keywords: ホウ素 / πスタッキング / Lewis酸性 / 反芳香族性 / 集積構造

Outline of Final Research Achievements

In this research project, we have tried to control over the structures of boron-containing π-systems in the aggregated state to produce functions in π-electron systems. We have developed several types of new boron-doped polycyclic π-electron systems. In the borole-embedded polycyclic π-systems, the molecular orientation in the crystalline state can be controlled by the substituents on the π-skeleton. We also found that this class of molecules exhibit high Lewis acidity compared to the hitherto known planarized triarylboranes due to the antiaromaticity and strained structure arising from the five-membered borole subunit. In addition, by using amphiphilic planar boron compounds, we succeeded in forming sheet-like aggregates in aqueous media.

Free Research Field

構造有機化学，典型元素化学

Academic Significance and Societal Importance of the Research Achievements

三配位ホウ素を含むπ共役化合物は，ホウ素の電子欠損性に由来した特異な光・電子物性を示すことから，有機エレクトロニクス材料などへと展開されている有用な化合物群である．本研究では，凝集状態の構造制御という従来のホウ素化学とは異なる着眼点からホウ素化合物の機能開拓に取り組み，ホウ素化合物における集積構造の形成に関する知見が得られた．本研究成果は，平面固定ホウ素化合物を基軸とする超分子化学や材料科学の発展に貢献すると期待される．