2006 Fiscal Year Final Research Report Summary
Research on the Synthesis, Structure, and Reactivity of Aromatic Compound Consisting of Heavier Main Group Elements
| Project/Area Number |
16550028
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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 | University of Tsukuba |
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Principal Investigator |
ICHINOHE Masaaki University of Tsukuba, Graduate School of Pure and Applied Sciences, Associate Professor, 大学院数理物質科学研究科, 助教授 (90271858)
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| Project Period (FY) |
2004 – 2006
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| Keywords | Main Group Element Chemistry / Heavier Main Group Element / Structural Organic Chemistry / Aromatic Compound |
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| Research Abstract |
Aromatic hydorocarbons such as benzene and naphthalene, are fundamental group of organic compounds, and also plays important roles in organic chemistry. In contrast, the chemistry of stable metallaaromatic compounds such as sila- and germa- aromatic systems, in which skeletal atom(s) are partially replaced by heavier Group 14 elements, is new, and have been recently developed. In this project, we investigated the chemistry of stable aromatic compounds consisting of heavier group 14 elements ; the development of synthetic methods, analysis of structure, property, and reactivity of them.
We succeeded in synthesize and characterize cyclotrisilenylium ion by the oxidative desilylation reaction of cyclotrisilene bearing extremely bulky triorganosilyl groups. Cyclotrisileniylium ion has near regular triangle three membered ring indicating its aromatic character in analogy with cyclopropenylium ion with 2π aromatic system. On the other hand, dipotassium salt of tetrasilacyclobutadiene dianion as heavier analogue of cyclobutadiene dianion with 6π aromatic system synthesized by the reductive debromination and additional two-electron reduction of 1,2,3,4-tetrabromocyclotetrasilane, has large bent four membered ring coordinated by two potassium cations up and below, and we concluded that heavier cyclobutadiene dianion is non-aromatic by the reason why planer three-coordinate geometry is not preferred in negatively charged organosilicon compounds. Additionally, we also succeeded in the synthesis of disilagermacyclopentadienide ion as 6π electron aromatic compound.
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[Journal Article] Polysilane-dendorimer2004
Author(s)
M.Ichinohe, A.Sekiguchi
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Journal Title
Organnosilicon Chemistry in 21st Century -The Treasury of Functional Material Science-(ed by K.Tamao)(CMC Publishing, Tokyo) Chapter 2
Pages: 107-112
Description
「研究成果報告書概要(欧文)」より
