Regiocontrol of benzyne reaction by specific character of boryl group
| Project/Area Number |
16K18843
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Multi-year Fund |
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| Research Field |
Chemical pharmacy
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| Research Institution | Kobe Pharmaceutical University |
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Principal Investigator |
Takagi Akira 神戸薬科大学, 薬学部, 助教 (00758980)
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| Project Period (FY) |
2016-04-01 – 2019-03-31
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| Project Status |
Completed (Fiscal Year 2018)
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| Budget Amount *help |
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2017: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2016: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
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| Keywords | ベンザイン / ホウ素 / 位置選択性 / 配位効果 / ボリル基 / 計算化学 / ジアミノナフタレン / ピナコール / 求核付加 |
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| Outline of Final Research Achievements |
This research is controlling the regioselectivities of borylbenzynes. I tried to study regioselectivity of the reaction of borylbenzyne which containing various protective groups. Regioselectivities of reaction of borylbenynes were controlled by flexibility of the C-B bond or coordination of solvent. I also tried to discover the mechanism of regioselectivity of the reaction by calculation. These results were showed that the reaction of borylbenzyne provided both regioisomers and gave various multi-functionalized and multi-substituted aromatic compounds.
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| Academic Significance and Societal Importance of the Research Achievements |
ベンザイン反応は反応性の高さから、多様な多置換芳香族化合物を合成できる有用な反応であるが、その反応性の高さ故に反応位置選択性の制御が困難であるという問題点があった。ボリルベンザインを用いた反応位置制御法は選択性制御の問題を解決する手法の一手となったが、片方の位置異性体が得られるのみであった。本研究成果によって、従来得られる異性体とは逆の異性体も自在に合成できる可能性を見出すことができたため、多様な多置換芳香族化合物を選択的に合成するための手法とすることができた。
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Report
(4 results)
Research Products
(13 results)
