Strategic Molecular Design Aiming at Streamlined Chemical Transformations

2022 Fiscal Year Final Research Report

• Project/Area Number: 20H02746
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Review Section: Basic Section 33020:Synthetic organic chemistry-related
• Research Institution: Keio University
• Principal Investigator: Kumagai Naoya 慶應義塾大学, 薬学部(芝共立), 教授 (40431887)
• Project Period (FY): 2020-04-01 – 2023-03-31
• Keywords: ヘテロ環 / アミド化 / ホウ素 / キノリン / マクロサイクル

Outline of Final Research Achievements

A new improved synthetic route for DATB derivatives has been identified. This chromatography free method allows us to access wide variety of derivatives in a highly reliable and efficient way, leading to further exploration in practical direct admiration catalysis and integrated one-pot transformations. As for the development of non-flat quinoline oligomers, we have developed the synthetic protocol for TEtraQuinoline and oxo-TriQuinoline. They can serve as a tetra dentate and tridentate nitrogen-based macrocyclic ligands, exhibiting attractive physicochemical properties and catalytic competency.

Free Research Field

有機合成化学

Academic Significance and Societal Importance of the Research Achievements

DATBはアミド結合形成における強力な触媒として作用することから，試薬援用型の工業的なアミド合成をサステイナブルなクリーンプロセスに刷新する可能性を秘めており，今回見出した新規DATB合成法により社会実装に向けた展開が可能になる。新たな立体型キノリンオリゴマーは予想以上の物性，触媒性能を示すことが明らかとなり，資源に乏しい我が国においても，軽元素を巧みに配列させることで機能性分子の新規開発が十分に可能である事を示した。