Synthesis of novel redox systems having thiophenes highly integrated with quinone methides structure
| Project/Area Number |
23550053
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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 | Fukui University of Technology (2013)
Osaka University (2011-2012) |
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Principal Investigator |
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| Project Period (FY) |
2011 – 2013
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| Project Status |
Completed (Fiscal Year 2013)
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| Budget Amount *help |
¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000)
Fiscal Year 2013: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2012: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2011: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
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| Keywords | キノメチド / チオフェン / フェノール / キノン / 酸化還元 / 立体障害 / ターチオフェン / ラジカル / 酸化反応 / オリゴチオフェン / 酸化還元系 / エレクトロクロミズム |
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| Research Abstract |
We have been interested in conjugated thiophene systems whose all hydrogen atoms are substituted by 2,6-di-tert-butyl-4-methylenecyclohexa-2,5-dienone (quinone-methide) structure. We have prepared thiophene and bithiophene derivatives (we named them "tetraquinothiophene"(1) and "hexaquinobithiohene"(2), respectively). These attract attention in term of dynamic multi-stage redox system as well as cross conjugated system adopting sulfur atom. Compounds 1 and 2 were synthesized from bromothiophene derivatives via Suzuki-Miyaura coupling. The structure of 1 was determined by X-ray analysis. There were little torsion of pinch-bonds and central five membered ring formed twist boat like conformation. The electrochemical properties of 1 and 2 were examined by cyclic voltammetry and the first reduction waves of them were observed irreversibly. It indicates conformational changes occur with one-electron reduction about both 1 and 2.
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Report
(4 results)
Research Products
(23 results)
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[Journal Article] 3,14-Bis(p-nitrophenyl)-77, 17-dipentyltetrabenzo [a,c,g,i] fluorene : A New Fluorophore Displaying Both Remarkable Solvatochromism and Crystalline-Induced Emission2013
Author(s)
Ueda, U.; Tanigawa, Y.; Kitamura, C.; Ikeda, H.; Yoshimoto, Y.; Tanaka, M.; Mizuno K.; Kurata, H.; Kawase, T.
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Journal Title
Chem. Asian J.
Volume: 8(印刷中)
Issue: 2
Pages: 392-399
DOI
Related Report
Peer Reviewed
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