Photoredox catalyzed reactions using thermally activated delayed fluorescent molecules

2021 Fiscal Year Final Research Report

• Project/Area Number: 20K15291
• 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: Kwansei Gakuin University
• Principal Investigator: Oda Susumu 関西学院大学, 理学部, 助教 (00789901)
• Project Period (FY): 2020-04-01 – 2022-03-31
• Keywords: 光レドックス触媒 / 有機ホウ素 / 熱活性化遅延蛍光

Outline of Final Research Achievements

Organoboron thermally activated delayed fluorescence molecules (DABNA) were employed as photoredox catalysts. A series of DABNA analogs were synthesized by regioselective one-shot borylation, which were then applied to photoredox catalyzed dehalogenation of aryl halides. Under the radiation of blue LED, the dechlorination of aryl chloride proceeded in moderate yield. Furthermore, by using DOBNA bearing oxygen atoms in place of nitrogen atoms, the reductive cyclization of nitroaromatic compounds was achieved to afford carbazole in good yields at room temperature.

Free Research Field

有機化学

Academic Significance and Societal Importance of the Research Achievements

近年，光レドックス触媒は，難易度の高い新たな分子変換を生み出す強力なツールとなっている。熱活性化遅延蛍光（TADF）分子は金属を用いずに効率的に光を利用できるにも関わらず，光レドックス触媒としての応用は未だ発展途上である。本研究では，研究代表者が所属する研究室で開発した有機ホウ素由来のTADF分子（DABNA）を用いることで，脱ハロゲン化および還元的環化反応に成功しており，光レドックス触媒への応用の可能性を見出した。