2014 Fiscal Year Final Research Report
Synthetic of polyacene/metallocene-fused hybrid pi-conjugated systems
| Project/Area Number |
25620051
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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 | Hokkaido University |
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Principal Investigator |
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| Co-Investigator(Kenkyū-buntansha) |
OGASAWARA Masamichi 北海道大学, 触媒化学研究センター, 准教授 (70301231)
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| Project Period (FY) |
2013-04-01 – 2015-03-31
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| Keywords | アセン / メタロセン / 閉環メタセシス / 縮環 / フェロセン / インデニル / フルオレニル |
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| Outline of Final Research Achievements |
Synthesis of the hybrid molecules between polyacenes, which are linearly-fused polycyclic benzenoide aromatic compounds, and metallocenes, which are transition-metal-containing aromatic compounds, was examined. As a metallocene scaffold, ferrocene was chosen because of its chemical stability and easier handling, and the construction of acene moieties within the coordination-spheres of ferrocenes was examined.
Introduction of two allylic substituents at the adjacent positions of a single Cp ligand in ferrocene, and treatment of the prepared ferrocene derivative with the Grubbs catalyst facilitated the ring-closing metathesis reaction to give the corresponding dihydroindenyl compound in nearly quantitative yield. Application of a similar reaction to decaallylferrocene gave single-bridged bis(tetrahydrofluorenyl)iron(II) species in high yield via five-fold ring-closing metathesis within a single molecule.
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| Free Research Field |
有機合成化学
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