Project/Area Number |
22750045
|
Research Category |
Grant-in-Aid for Young Scientists (B)
|
Allocation Type | Single-year Grants |
Research Field |
Organic chemistry
|
Research Institution | Kwansei Gakuin University |
Principal Investigator |
|
Project Period (FY) |
2010 – 2011
|
Project Status |
Completed (Fiscal Year 2011)
|
Budget Amount *help |
¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Fiscal Year 2011: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2010: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
|
Keywords | 合成有機化学 / π共役系分子 / 物性・機能 / 高反応性分子 / ポリアライン / 官能基選択性 / 時間的反応集積化 / ワンポット合成 / シクロブタアレン / π共役系有機化合物 / ベンザイン / アルキニルリチウム / 多重環状付加 / ポリシクロブタベンゼン / ポリメチレンシクロブタベンゼン |
Research Abstract |
We developed an efficient and chemoselective generation protocol for a benzyne species and its regioselective functionalization by nucleophilic addition. Importantly, alkynyllithium plays the key roles for this novel benzyne reaction as an efficient initiator for the benzyne generation and a good nucleophile to benzyne. Moreover, we found that thermal isomerization of tricyclobutabenzene offered a highly stereoselective access to stereodefined hexaradialenes, which was trapped with three identical or different dienophiles, allowing a rapid construction of polycyclic aromatic compounds.
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