2013 Fiscal Year Final Research Report
A Theoretical Study of p-Deficient System Aromatic Nucleophlic Substitution (SNAr)
| Project/Area Number |
24790004
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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 | Teikyo University (2013)
The University of Tokyo (2012) |
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Principal Investigator |
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| Project Period (FY) |
2012-04-01 – 2014-03-31
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| Keywords | 芳香族求核置換反応 / 量子化学計算 / マイゼンハイマー型中間体 / 構造最適化 / 位置選択性 / SNAr / 反応機構解析 / 遷移構造 |
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| Research Abstract |
Theoretical calculations have been employed to elucidate pi-deficient system Aromatic Nucleophilic Substitution and Meisenheimer Complexes. The computations suggest that the Meisenheimer complexes don't exist as intermediate structures except for the case that it was special. As a result of the reaction pathway analysis, it was found that SNAr proceeds via a transition structure, not via Meisenheimer complexes. Thus, the classical interpretation to determine the reactivity and regioselectivity by the stability of intermediates is denied, and it is thought that an argument is necessary for transition structure and activation energy to clarify reactivity and regioselectivity of SNAr.
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