Synthetic Study of [0^4] Paracyclophane Using Valence-Bond Isomerization of Dewar Benzenes
| Project/Area Number |
07640698
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Organic chemistry
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| Research Institution | Hokkaido University |
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Principal Investigator |
OHKITA Masakazu Hokkaido University, Graduate School of Science, Instructor, 大学院・理学研究科, 助手 (60211786)
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| Co-Investigator(Kenkyū-buntansha) |
TSUJI Takashi Hokkaido University, Graduate School of Science, Professor, 大学院・理学研究科, 教授 (20029482)
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| Project Period (FY) |
1995 – 1996
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| Project Status |
Completed (Fiscal Year 1996)
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| Budget Amount *help |
¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1996: ¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 1995: ¥900,000 (Direct Cost: ¥900,000)
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| Keywords | Dewar benzene / Cyclophanes / [0^n] Paracyclophane / Belt-type molecules / 〔O^4〕パラシクロファン |
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| Research Abstract |
In the present study, a novel belt-type molecule, [0^4] paracyclophane 1, composed of bent benzene rings was designed and attempted to be synthesized by using valence-bond isomerization of Dewar benzenes in the final step.
In 1996,8,10-dichloro-3,5-dioxobicyclo [5.2.2] undeca-8,10-diene 2 was synthesized in four steps from dimethyl acetylenedicarboxylate as a new Dewar benzene building block and its molecular structure and chemical reactivity were examined.
In 1997, synthesis of butadiene-expanded [0^6] paracyclophane 3 from the building block 2 was examined and the corresponding oligo (Dewar) benzene precursor was successfully synthesized. Model compound for 3, in which four paraphenylene units in 3 are replaced by metaphenylene units, was also synthesized.
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Report
(3 results)
Research Products
(9 results)
