2021 Fiscal Year Final Research Report
Synthesis and development of nano-carbon compounds and materials
| Project/Area Number |
19K05428
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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 33010:Structural organic chemistry and physical organic chemistry-related
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| Research Institution | Fukuoka 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 | グラフェン / 硫黄 / セレン / 有機合成 / 分子構造 / 核磁気共鳴分光 / 紫外可視吸収分光 |
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| Outline of Final Research Achievements |
This studies demonstrated that thioethers undergo a Lewis- or Bronsted-acid-promoted cyclization reaction to afford thiopyrylium salts in good yield. Me3SiOTf and TfOH are suitable Lewis or Bronsted acids for the intramolecular cyclizations of the thioether precursors. The new transformation widely tolerates thioethers that contain methyl-substituted arenes, chloro-substituted arenes, pyrenes, and even those that contain heterocyclic moieties such as dibenzothiophene and carbazole. The reaction mechanism of the cyclization of the thioether was also explored. This new and highly versatile cyclization not only extends the scope of the synthetic methods that can be used to synthesize thiopyrylium-fused cationic frameworks, but will potentially also expand the use of thiopyrylium molecules in materials chemistry.
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| Free Research Field |
有機典型元素化学
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| Academic Significance and Societal Importance of the Research Achievements |
単層グラフェンが剥離法で単離されて以降、「薄く」・「軽く」・「高強度」の炭素薄膜材料に高い関心が集まっている。本研究では、市販のアルデヒド・アセトフェノン・アルキンを用いた付加－脱水反応で容易に酸素原子を含むナノグラフェン前駆体を合成することに成功した。さらに、これら前駆体と炭素求核種との反応により、芳香族炭化水素骨格を形成することも見出した。更に、硫黄やセレン原子を骨格内に含むグラフェン型分子の合成法も明らかにした。つまり、容易にナノサイズのグラフェン分子を合成する手法を開発できた。
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