Concise synthesis of nanographene by solid-state cross-coupling reaction

2020 Fiscal Year Final Research Report

• Project/Area Number: 19K15547
• Research Category: Grant-in-Aid for Early-Career Scientists
• Allocation Type: Multi-year Fund
• Review Section: Basic Section 33020:Synthetic organic chemistry-related
• Research Institution: Hokkaido University
• Principal Investigator: Kubota Koji 北海道大学, 化学反応創成研究拠点, 特任助教 (60824828)
• Project Period (FY): 2019-04-01 – 2021-03-31
• Keywords: 固体反応 / クロスカップリング / ナノフラフェン / ボールミル / メカノケミストリー

Outline of Final Research Achievements

Nanographenes have attracted attention as next-generation carbon materials, but its molecular design has been severely limited due to the "solubility problem" of its starting materials and products in solvents. In this study, we succeeded in the development of two new reactions with the aim of achieving solid phase synthesis of nanographenes. First, we succeeded in developing Suzuki-Miyaura cross-coupling reactions using ball milling, which proceed efficiently in the solid state. In addition, we found that the solid-state coupling reactions were dramatically accelerated by using a high-temperature ball milling method in which ball milling is performed while heating with a heat gun. This reaction is applicable to insoluble aryl halides and thus we believe that this will be an important tool in nanographene synthesis.

Free Research Field

有機合成化学

Academic Significance and Societal Importance of the Research Achievements

ナノグラフェンは、次世代カーボンマテリアルとして幅広い応用が期待されている。本研究で新たに開発した固体クロスカップリング反応は、従来の溶液系有機合成反応では困難な不溶性アリールハライドのカップリングを可能とするため、様々な新奇構造を有するナノグラフェンの固相合成に応用されることが期待される。その結果、革新的な機能をもつナノグラフェンの合成が達成され、新たな電子デバイス等の開発が加速することが期待される。