Elucidation of the progress factors of asymmetric metal catalytic solid-state reactions without using special equipment and their applications

2022 Fiscal Year Final Research Report

• Project/Area Number: 21K14618
• 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: Iwate University
• Principal Investigator: Asai Shota 岩手大学, 理工学部, 助教 (40862165)
• Project Period (FY): 2021-04-01 – 2023-03-31
• Keywords: 固体-固体反応 / 無溶媒反応 / 高活性錯体触媒 / グリーン有機合成プロセス

Outline of Final Research Achievements

Organic solvents have various drawbacks such as volatility, combustibility, toxicity, carcinogenicity, and difficulty of disposal after use. Therefore, developing reactions that do not use organic solvents and elucidating the mechanism of solid-state reactions are crucial for environmental and safety reasons.
Based on results from this study, the structures and melting points of α,β-unsaturated carbonyl compounds used as substrates were crucial for gaining insight into the reactivity of solid-state Hayashi-Miyaura asymmetric 1,4-additions catalyzed by a chiral rhodium complex bearing highly electron-deficient ligands. Moreover, palladium complex catalysts comprising novel highly electron-deficient ligands were developed, and the catalyst loading of the N-arylation reactions of bulky secondary sulfonamides and amides was successfully reduced.

Free Research Field

有機化学

Academic Significance and Societal Importance of the Research Achievements

特殊な装置を必要としない通常攪拌での固体-固体反応の進行要因を解明し、その知見を応用することで、これまで通常攪拌では不可能であった無溶媒（固体-固体）反応の実現が可能となる。それにより有機溶媒の使用量を削減した有用化合物の合成プロセスの構築が可能となり、環境負荷や製造コストの低減に貢献できる。今回得られた知見は、特殊な容器を必要としない通常攪拌での新たな固体-固体反応の開発に貢献できる。