Development of reactions for bottom-up synthesis of BN-embedded carbon nanotube

2020 Fiscal Year Final Research Report

• Project/Area Number: 19K22191
• Research Category: Grant-in-Aid for Challenging Research (Exploratory)
• Allocation Type: Multi-year Fund
• Review Section: Medium-sized Section 33:Organic chemistry and related fields
• Research Institution: Kwansei Gakuin University
• Principal Investigator: Hatakeyama Takuji 関西学院大学, 理工学部, 教授 (90432319)
• Project Period (FY): 2019-06-28 – 2021-03-31
• Keywords: ナノ材料 / 有機導体 / 有機化学 / カーボンナノチューブ

Outline of Final Research Achievements

Recently, we have succeeded in the short-step synthesis of BN-embedded tetrabenzocorannulene using the tandem bora-Friedel-Crafts reaction. Firstly, we have developed a one-shot borylation reaction that enables the facile boron substitution into various aromatic hydrocarbons. The regioselectivity is controlled kinetically: the borylation takes place at the least sterically hindered carbon where the HOMO is located. Secondly, based on this methodology, we have successfully synthesized various extended π-conjugated molecules, which are substructures of BN-containing carbon nanotubes.

Free Research Field

有機材料化学

Academic Significance and Societal Importance of the Research Achievements

本研究で合成した様々な含BN拡張π共役分子は，優れた発光特性や導電性といった機能を有しており，有機エレクトロニクス分野の発展に寄与するものと考えられる。また研究を通じて確立したone-shotホウ素化反応を応用し，含BNバッキーボウルや含BNカーボンナノベルトを合成することが可能であり，これらをテンプレート分子として用いた含BNカーボンナノチューブのボトムアップ合成への展開が期待できる。