| Project/Area Number |
26670003
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Multi-year Fund |
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| Research Field |
Chemical pharmacy
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| Research Institution | Kyushu University |
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Principal Investigator |
SHINDO MITSURU 九州大学, 先導物質化学研究所, 教授 (40226345)
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| Co-Investigator(Renkei-kenkyūsha) |
MATSUMOTO Kenji 九州大学, 先導物質化学研究所, 助教 (20531817)
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| Project Period (FY) |
2014-04-01 – 2016-03-31
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| Project Status |
Completed (Fiscal Year 2015)
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| Budget Amount *help |
¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2015: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
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| Keywords | トリプチセン / ハニカム構造 / イノラート / ベンザイン / 連続反応 / 環化付加 / フローマイクロ合成 / 有機化学 |
|---|
| Outline of Final Research Achievements |
We found a new synthetic method of triptycenes by the reaction of ynolates and arynes. This reaction contained four successive reactions of three cycloadditions and ring-opening of a Dewar anthracene intermediate. The products were obtained by only one operation and had a hydroxy group at C9 and an alkyl group at C10. While the lithium-halogen exchange method for generation of arynes gave low yields, ortho-lithiation was found to result in much better yields. o-Methoxybenzyne was converted into a triptycene in which all the O-function positioned at the same face. Furthermore, the fluorinated triptycene was also successfully obtained. These results become fundamental perception for construction of the honeycomb structure.
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