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molecules24193428.pdf | 2.71 MB | Adobe PDF | 見る/開く |
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dc.contributor.author | Kuraoku, Daiki | en |
dc.contributor.author | Yonamine, Tsunaki | en |
dc.contributor.author | Koja, Genta | en |
dc.contributor.author | Yoshida, Norio | en |
dc.contributor.author | Arimitsu, Satoru | en |
dc.contributor.author | Higashi, Masahiro | en |
dc.contributor.alternative | 東, 雅大 | ja |
dc.date.accessioned | 2020-03-06T07:45:21Z | - |
dc.date.available | 2020-03-06T07:45:21Z | - |
dc.date.issued | 2019-10 | - |
dc.identifier.issn | 1420-3049 | - |
dc.identifier.uri | http://hdl.handle.net/2433/245906 | - |
dc.description.abstract | We investigate the effects of water addition on a highly stereocontrolled fluorination of dienamine generated by α-branched enals and 6′-hydroxy-9-amino-9-deoxy-epi-quinidine with N-fluorobenzenesulfonimide (NFSI) in the presence of Brønsted acid both experimentally and theoretically. It is experimentally found that water addition to organic solvent significantly shortens the reaction time whereas excessive water addition decreases the enantiomeric excess. The results calculated with three-dimensional reference interaction site model self-consistent field (3D-RISM-SCF) method are in good agreement with the experimental ones. It is revealed that the shortness of reaction time is caused by the reactant destabilization and that the decrease in enantiomeric excess is due to the difference of hydration free energy between two transition states. | en |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | MDPI AG | en |
dc.rights | © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). | en |
dc.subject | water addition | en |
dc.subject | dienamine | en |
dc.subject | fluorination | en |
dc.subject | 3D-RISM-SCF | en |
dc.subject | solvent effect | en |
dc.title | Effects of Water Addition on a Catalytic Fluorination of Dienamine | en |
dc.type | journal article | - |
dc.type.niitype | Journal Article | - |
dc.identifier.jtitle | Molecules | en |
dc.identifier.volume | 24 | - |
dc.identifier.issue | 19 | - |
dc.relation.doi | 10.3390/molecules24193428 | - |
dc.textversion | publisher | - |
dc.identifier.artnum | 3428 | - |
dc.address | Graduate School of Engineering and Science, University of the Ryukyus | en |
dc.address | Graduate School of Engineering and Science, University of the Ryukyus | en |
dc.address | Center for Research Advancement and Collaboration, University of the Ryukyus | en |
dc.address | Department of Chemistry, Graduate School of Science, Kyushu University | en |
dc.address | Graduate School of Engineering and Science, University of the Ryukyus | en |
dc.address | Department of Molecular Engineering, Kyoto University | en |
dc.identifier.pmid | 31546593 | - |
dcterms.accessRights | open access | - |
datacite.awardNumber | 16KT0165 | - |
datacite.awardNumber | 17K05757 | - |
datacite.awardNumber | 18H04657 | - |
jpcoar.funderName | 日本学術振興会 | ja |
jpcoar.funderName | 日本学術振興会 | ja |
jpcoar.funderName | 日本学術振興会 | ja |
jpcoar.funderName.alternative | Japan Society for the Promotion of Science (JSPS) | en |
jpcoar.funderName.alternative | Japan Society for the Promotion of Science (JSPS) | en |
jpcoar.funderName.alternative | Japan Society for the Promotion of Science (JSPS) | en |
出現コレクション: | 学術雑誌掲載論文等 |
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