Research on Synthesis and Properties of Macrocyclic Cross-Conjugated and Tricyclic Compounds
| Project/Area Number |
02640388
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
有機化学一般
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| Research Institution | Toyama University |
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Principal Investigator |
OJIMA Juro Toyama Univ., Faculty of Science, Professor, 理学部, 教授 (00018988)
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| Project Period (FY) |
1990 – 1991
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| Project Status |
Completed (Fiscal Year 1991)
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| Budget Amount *help |
¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 1991: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1990: ¥1,500,000 (Direct Cost: ¥1,500,000)
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| Keywords | Annulene / Fulvalene / Furan / McMurry's coupling / Wittig reaction / ^1H NMR spectra / Ring Current / ポリオレフィン性 / 三環性大環状共役化合物 / 還元的カップリング / Wittig縮合反応 / NMRスペクトル / 14π電子系 / セスキフルバレン / 幾何異性体 / 'HーNMR / IR / UV / ジアセチレン体 |
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| Research Abstract |
Syntheses and properties of the tricyclic conjugated [14]annuleno[16]annuleno-[14]annulene (1) and the cross-conjugated [13][15]fulvalene (2) have been studied. In the case of (1), the improved synthetic method for 5, 14-dimethyl-1, 3-bisdehyrdo[14]annuleno[c]furan which is the useful material for the preparation of key compound 5, 14-dimethyl-9, 10-bis[2'-(1'-formyl-1'-ethenyl)]-1, 3-bisdehydro-[14]annulene (25), was developed. However, the McMurry reductive coupling of (25) or Witting reaction with the phosphonium salt derived from (25) were unsuccessful. Multi-step synthesis of (2) from the [13]annulenone utilizing repeated Wittig reactions was attempted and afforded the title compound (2). From the examination of ^1H NMR spectra, [13][15]fulvalene (2) proved to show no ring current effect but have polyolefinic character. <<figure>>
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Report
(3 results)
Research Products
(3 results)
