2016 Fiscal Year Final Research Report
Expansion of Host Cavities by Mechanical Forces
| Project/Area Number |
15K13665
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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 |
Functional solid state chemistry
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| Research Institution | Yamagata University |
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Principal Investigator |
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| Project Period (FY) |
2015-04-01 – 2017-03-31
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| Keywords | シクロアルカン / 環化反応 / 疎水効果 / ロタキサン / 分子認識 |
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| Outline of Final Research Achievements |
Threading long alkyl chains into cycloalkanes has been attempted to form hydrocarbon rotaxanes. However, the conventional statistical approaches provided a negligible amount of rotaxanes due to the absence of attractive interactions between the ring and axis components. In this study, we prepare C3n macrocycles bearing six polar functional groups to use solvophobic effects in a polar media.
Parent C3n macrocycles (n = 8-11) were prepared from diethyl malonate and α,ω-dibromoalkane. A precise control of the reactant concentration (3 mM) was demanded in the successive intermolecular alkylation-intramolecular ring closing process. Then, the lateral ester groups were hydrolyzed. We attempted to synthesize cycloalkane-based rotaxanes by suspending an axle component in a H2O/CH3CN solution of C27 macrocycle. The resulting solution was refluxed for 10 days. Microwave irradiation was also applied to promote the reaction. However, rotaxane formation was not observed.
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| Free Research Field |
有機化学・超分子化学
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