2021 Fiscal Year Final Research Report
Development of challenging molecular transformation reactions using characters of nucleophilic heteroatom-centered radicals
| Project/Area Number |
19K06972
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Review Section |
Basic Section 47010:Pharmaceutical chemistry and drug development sciences-related
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| Research Institution | Kanazawa University |
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Principal Investigator |
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| Project Period (FY) |
2019-04-01 – 2022-03-31
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| Keywords | 立体電子効果 / 極性効果 / ホウ素中心ラジカル / 有機ホウ素化合物 |
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| Outline of Final Research Achievements |
As shown below, we developed new molecular transformation reactions using reactivity of nucleophilic boron-centered radicals (boryl radicals): (1) reactions ofβ-borylalkenyl radicals to inactive carbonyl groups; (2) reactions between boryl radicals and polyfluoroarenes; (3) synthesis of a strained benzoborepin and rearrangement; (4) trans-selective hydroboration of 1,3-diynes. These results were achieved by unique stereoelectronic effects and polar effects of radical intermediates that a boron atom induced.
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| Free Research Field |
有機合成化学
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| Academic Significance and Societal Importance of the Research Achievements |
ホウ素含有ラジカルの立体電子効果や極性効果をうまく利用すれば、高反応性活性種であるラジカルの反応性をさらに向上させることができるだけでなく、特異な選択性を発現させることが可能であることを実証した点が、学術的に価値が高いと考えられる。ホウ素を含む化合物はさまざまな機能を示すことが知られており、実用的な機能性材料や医薬品の有力な候補となる。したがって、本研究成果は有機ホウ素化合物の新たな合成法を提供する点で社会的意義は高いと考えられる。
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