Synthetic Study on Chirality Control with Circular Polarized Microwave

2016 Fiscal Year Final Research Report

• Project/Area Number: 15K13700
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Synthetic chemistry
• Research Institution: Keio University
• Principal Investigator: Yamada Tohru 慶應義塾大学, 理工学部(矢上), 教授 (40296752)
• Project Period (FY): 2015-04-01 – 2017-03-31
• Keywords: キラリティ / マイクロ波 / 円偏波 / 不斉還元 / 軸不斉 / 触媒的不斉合成反応

Outline of Final Research Achievements

The effect of circularly polarized microwave irradiation was examined. Substrate was charged, without irradiation, or under right-handed / left-handed CPM irradiation, and the ee of the reduced product was analyzed. When the asymmetric catalysis was irradiated with 12.4 GHz CPM, the ee under the right-handed conditions was improved more than the non-irradiated conditions, but decreased in the left-handed conditions. In the 2.45 GHz / 50 W CPM irradiation to the racemic catalytic reaction, both the right-handed and the left-handed conditions improved, and the microwave effect should be considered.
The CPM effect on atropo-isomerization reaction was examined. After 2.45 GHz / 20 W CPM irradiation, the ee was analyzed after reduction to prevent from racemization. As a result of the statistical processing, we found reaction conditions that the enantiomeric excess was observed in the opposite directions on the left-handed and the right-handed, though in the racemic 95% confidence interval.

Free Research Field

有機合成化学