Challenging green chemistry using incompatible chemicals

2018 Fiscal Year Final Research Report

• Project/Area Number: 17K18217
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Organic chemistry; Green/Environmental chemistry
• Research Institution: Chubu University
• Principal Investigator: NAKASHIMA Erika 中部大学, 工学部, 講師 (70708932)
• Research Collaborator: YAMAMOTO hisashi
• Project Period (FY): 2017-04-01 – 2019-03-31
• Keywords: フローケミストリー / 不斉合成 / 禁忌物質 / 有機触媒

Outline of Final Research Achievements

Generally, organocatalysts are not decomposed during chemical transformation, which is different from traditional metal catalysts. To improve catalytic processes efficiency, various studies have been applied to flow synthesis for organocatalysis. We took advantage of organocatalysts with low‐polarity organic solvent and developed a flow system through a packed‐bed column with simply proline tetrazole for heterogeneous organocatalytic synthesis. Under ambient temperature, this heterogeneous organocatalyst continuous flow‐column system with ketones as a donor provides aldol, Mannich, and o‐nitroso aldol reactions in up to quantitative yields with excellent enantio‐ and chemoselectivity values. Our heterogeneous‐flow synthesis provides extremely low process catalyst mass efficiency and continuous production without changing the packed‐bed catalyst column.

Free Research Field

環境工学

Academic Significance and Societal Importance of the Research Achievements

研究成果は、国際的に権威のある雑誌Chemistry - A European Journalに掲載された。本研究は、フローシステムを用いることにより、有機触媒の高機能で環境に優しく耐久性に優れた利点と有機溶媒難溶解性の欠点を利用し、有機触媒を使用する不均一系触媒充填連続フロー合成を可能にした。このことにより、有機触媒の新たな可能性を示した。本研究は、禁忌物質を安全で安易に合成することを目指しており、人損だけでなく、真に廃棄物を減らす等の環境適応型の合成法であり、今後の化学の発展に大きく貢献する。