Precision Reaction Field Design of Organocatalysts Based on Demand-driven Quantum Chemical Calculations

2023 Fiscal Year Final Research Report

• Project/Area Number: 22K19018
• 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: Tohoku University
• Principal Investigator: Terada Masahiro 東北大学, 理学研究科, 教授 (50217428)
• Project Period (FY): 2022-06-30 – 2024-03-31
• Keywords: 有機分子触媒 / データ駆動 / デマンド・ドリブン / 量子化学計算 / 不斉反応場

Outline of Final Research Achievements

In recent years, in asymmetric catalytic reactions, it has become clear that the reaction substrate interacts with organocatalysts or asymmetric ligands through "weak interactions mainly due to dispersion forces" such as "C-H... O non-classical hydrogen bonds, C-H... π interaction, and π-stacking, etc." to stabilize the transition state. Since "stabilization of transition states by intermolecular interactions" is an extremely important factor in determining selectivity, we develop a selective catalytic reaction system based on demand-driven, in which the structure "required" for the optimal catalyst of "maximization of intermolecular interactions" is the "driving force". As a demonstration system for this methodology, we examined a reaction system using a chiral phosphate catalyst, in which the representative has a wealth of experience.

Free Research Field

有機合成化学

Academic Significance and Societal Importance of the Research Achievements

物質の製造時における廃棄物を減らし、欲しい有用物質を選択的に得る、いわゆる環境負荷の軽減を目的とした有機合成手法の開発が急務となっている。こうした社会要請に応えるべく、高機能な触媒の設計開発や新たな戦略に基づく有機合成手法が確立され、多くの有機合成反応の高効率化が図られてきた。研究代表者はこうした高機能触媒の開発のなかでも、医農薬品などの多様化によって需要が高まっている光学活性化合物を効率的かつ選択的に得る不斉触媒反応の開発研究に取り組んできた。本研究は選択的な反応を開発する上で従来の試行錯誤法によらずに、計算科学を活用することで合理的かつ効率的に行う方法論を提供することを目指している。