2016 Fiscal Year Final Research Report
Synthesis of highly strained cycloparaphenylenes and elucidation of their properties
| Project/Area Number |
26410043
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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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| Research Field |
Organic chemistry
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| Research Institution | Kyoto University |
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Principal Investigator |
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| Project Period (FY) |
2014-04-01 – 2017-03-31
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| Keywords | シクロパラフェニレン / フラーレン / カーボンナノチューブ / 曲面状π共役分子 / スズ / 還元的芳香族化 / 電気化学測定 / 電子物性 |
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| Outline of Final Research Achievements |
Curved π-conjugated molecules have been the focus of intensive research because of their aesthetic structure and associated distinct properties, as well as potential application in materials science. Cycloparaphenylenes (CPPs), in particular, have emerged a prominent position in this field because of their availability by bottom-up organic synthesis. Despite of their synthetic development, however, synthesis of highly strained [5]CPP, a structural unit of the periphery of C60 and a shortest possible structural constitute of the sidewall of (5,5) carbon nanotube, has not been reported at the beginning of this research. In this research, [5]CPP was synthesized for the first time. The UV-vis and electrochemical studies revealed that the HOMO-LUMO gap of [5]CPP is narrow and is comparable to that of C60 as predicted by the theoretical calculation. The results suggest that [5]CPP should be an excellent lead compound for molecular electronics.
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| Free Research Field |
有機合成化学
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