Ligand-Acceleration by a Chiral Modifier in the Enantioselective Hydrogenation of Methyl Acetoacetate on a Raney Nickel Catalyst: Effect of a Modifier Configuration
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- Takashi Sugimura
- Graduate School of Material Science, University of Hyogo
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- Satoshi Nakagawa
- Toyo Kasei Kogyo Co., Ltd
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- Naoya Kamata
- Graduate School of Material Science, University of Hyogo
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- Takahiro Tei
- Graduate School of Material Science, University of Hyogo
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- Takashi Tajiri
- Graduate School of Material Science, University of Hyogo
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- Ryo-ichi Tsukiyama
- Higashimaru Shoyu Co., Ltd
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- Tadashi Okuyama
- Graduate School of Material Science, University of Hyogo
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- Yasuaki Okamoto
- Graduate School of Material Science, University of Hyogo
抄録
<jats:title>Abstract</jats:title> <jats:p>Reaction rate and enantioselectivity of asymmetric hydrogenation of methyl acetoacetate were studied over Raney nickel catalysts modified with (R,R)-tartaric acid, malic acid, or succinic acid to reveal the impacts of the modifier configuration. Catalysts comodified with two different acids were also examined to confirm the conclusions. From analysis of the enantiomer ratio of the hydrogenation product and initial reaction rate, tartaric acid (TA) was found to have dual functions as the modifier during the hydrogenation; effective suppression of the racemic catalysis on bare Ni surface and extensive enantiodifferentiating ligand acceleration by adsorbed TA. It was demonstrated that each adsorbed chiral modifier molecule independently takes part in the enantiospecific hydrogenation.</jats:p>
収録刊行物
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- Bulletin of the Chemical Society of Japan
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Bulletin of the Chemical Society of Japan 88 (2), 271-276, 2014-11-12
Oxford University Press (OUP)
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詳細情報
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- CRID
- 1360565169050382592
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- NII論文ID
- 130004703938
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- ISSN
- 13480634
- 00092673
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- データソース種別
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