Design of Catalyst System for Enantioselective Borohydride Reduction with Environmental Benign
| Project/Area Number |
18550099
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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 | Keio University |
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Principal Investigator |
YAMADA Tohru Keio University, Faculty of Science and Technology, Professor (40296752)
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| Project Period (FY) |
2006 – 2007
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| Project Status |
Completed (Fiscal Year 2007)
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| Budget Amount *help |
¥4,220,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥420,000)
Fiscal Year 2007: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2006: ¥2,400,000 (Direct Cost: ¥2,400,000)
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| Keywords | Synthetic Organic Chemistry / Catalysis / Chemical Industry / Cobalt |
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| Research Abstract |
The key reactive intermediate of borohydride reduction catalyzed by Schiff base-cobalt complexes is proposed to be the dichloromethyl-cobalt hydride with a sodium cation, based on experimental and theoretical studies. It was revealed that chloroform is not the solvent but the reactant that activates the cobalt catalyst. It was found that a catalytic amount of chloroform effectively activated the present catalytic system to convert various ketones into the corresponding reduced product with a high ee in the THF solvent. Furthermore, the theoretical simulation of various axial groups in cobalt complex catalysts predicted that the cobalt-carbene complexes could be employed as efficient catalysts. The newly designed complexes generated from cobalt complex and methyl diazoacetate made it possible to catalyze the enantioselective borohydride reduction in a halogen-free solvent.
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Report
(3 results)
Research Products
(30 results)
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[Journal Article] Enantioselective Cycloprpanation Reaction Catalyzed by Optically Active Cobalt(II) Complexes and the Catalyst Design based on Theoretical Analysis2008
Author(s)
T., Ikeno, M., Sato, I., Iwakura, A., Kokura, T., Nagata, T., Yamada
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Journal Title
Journal of Synthetic Organic Chemistry 66
Pages: 110-123
Description
「研究成果報告書概要(欧文)」より
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[Journal Article] Chloroform is Not Solvent but Activator for Cobalt Complex Catalyst for Enantioselective Borohydride Reduction2007
Author(s)
A., Kokura, S., Tanaka, H., Teraoka, A., Shibahara, T., Ikeno, T., Nagata, T., Yamada
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Journal Title
Chemistry Letters 36
Pages: 26-27
Description
「研究成果報告書概要(欧文)」より
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[Journal Article] Newly Designed Catalysts for the Enantioselective Borohydride Reduction : Prediction from the Theoretical Analysis2007
Author(s)
T., Ikeno, I., Iwakura, A., Shibahara, M., Hatanaka, A., Kokura, S., Tanaka, T., Nagata, T., Yamada
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Journal Title
Chemistry Letters 36
Pages: 738-739
NAID
Description
「研究成果報告書概要(欧文)」より
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[Journal Article] The Reactive Intermediate of Catalytic Borohydride Reduction by Schiff-base Cobalt Complexes2006
Author(s)
I., Iwakura, M., Hatanaka, A., Kokura, H., Teraoka, T., Ikeno, T., Nagata, T., Yamada
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Journal Title
Chemistry -An Asian Journal 1
Pages: 656-663
Description
「研究成果報告書概要(欧文)」より
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[Journal Article] Manganese and Cobalt 3-Oxobutylideneaminato Complexes : Design and Application for Enantioselective Reactions2006
Author(s)
T., Yamada, T., Ikeno, Y., Ohtsuka, S., Kezuka, M., Sato, I., Iwakura
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Journal Title
Science and Technology of Advanced Materials 7(2)
Pages: 184-196
Description
「研究成果報告書概要(欧文)」より
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[Presentation] 触媒設計の新しい可能性2008
Author(s)
山田 徹
Organizer
第55回有機合成化学協会関東支部シンポジウム
Place of Presentation
東京理科大学野田キャンパス薬学校舎
Year and Date
2008-05-09
Description
「研究成果報告書概要(和文)」より
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[Presentation] New Possibility of Catalyst Design2008
Author(s)
Tohru, Yamada
Organizer
The 55th Symposium of Kanto branch of the Society of Synthetic organic Chemistry, Japan
Place of Presentation
Tokyo University of Science, Noda Campus
Year and Date
2008-05-09
Description
「研究成果報告書概要(欧文)」より
Related Report
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