2000 Fiscal Year Final Research Report Summary
Synthesis of optically active diols using electroreductive cuupling of ketone and double bond
| Project/Area Number |
11650901
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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 |
Synthetic chemistry
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| Research Institution | Kinki University |
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Principal Investigator |
KASHIMURA Shigenori Department of Metallurgy, Kinki University Associatet Professor, 理工学部, 助教授 (50152632)
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| Co-Investigator(Kenkyū-buntansha) |
ISHIFUNE Manabu Department of Applied Chemistry, Kinki University, Assistant Professor, 理工学部, 助手 (40268462)
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| Project Period (FY) |
1999 – 2000
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| Keywords | Electroreduction / Si atom / diol / Coupling / Regioselectivity / Bond formation |
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| Research Abstract |
It has been found in this study that, in the electroreductive intermolecular coupling of ketones with silyl substituted olefins, the existence of silyl group was found to play a important role for the regioselectivity and stereoselectivity of the reaction. This reaction is highly useful for the preparation of diols, formation of Si-Si bonds, and Si- carbon bonds. The elimination of Si atom in the coupling products was found to lead to the formation of the corresponding alcohols. This electroreductive method was also found to be useful for the reductive coupling of Si- and Ge-containing organic compounds. For examples, the electroreductive coupling of hydrosilanes led to the formation of new Si-Si and Si-C bonds with ordered sequences. The electroreduction of dichlorogerman gave poly- and oligo-germans, and poly silane-germans in good yields. By utilizing this method, the synthesis of optically active poly- and oligo-silanes has also been attained in this study.
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[Publications] Shigenori Kashimura, Manabu Ishifune, Natsuki Yamashita, Hang-Bom Bu, Masakatsu Takebayashi, Satsuki Kitajima, Daisuke Yoshiwara, Yasuki Kataoka, Ryoichi Nishida, Shin-ichi Kawasaki, Hiroaki Murase and Tatsuya Shono: "Electroreductive Synthesis of Polysilanes, Polygermanes, and Related Polymers with Magnesium Electrodes."J.Org.Chem.. 64(18). 6615-6621 (1999)
Description
「研究成果報告書概要(欧文)」より
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