Please use this identifier to cite or link to this item:
http://hdl.handle.net/10397/80658
DC Field | Value | Language |
---|---|---|
dc.contributor | Chinese Mainland Affairs Office | - |
dc.contributor | Department of Applied Biology and Chemical Technology | - |
dc.creator | Yeung, CT | - |
dc.creator | Chan, WTK | - |
dc.creator | Lo, WS | - |
dc.creator | Law, GL | - |
dc.creator | Wong, WT | - |
dc.date.accessioned | 2019-04-23T08:16:46Z | - |
dc.date.available | 2019-04-23T08:16:46Z | - |
dc.identifier.issn | 1420-3049 | en_US |
dc.identifier.uri | http://hdl.handle.net/10397/80658 | - |
dc.language.iso | en | en_US |
dc.publisher | Molecular Diversity Preservation International (MDPI) | en_US |
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_US |
dc.rights | The following publication Yeung, C. T., Chan, W. T. K., Lo, W. S., Law, G. L., & Wong, W. T. (2019). Synthesis of a Conformationally Stable Atropisomeric Pair of Biphenyl Scaffold Containing Additional Stereogenic Centers. Molecules, 24(3), 643 is available at https://doi.org/10.3390/molecules24030643 | en_US |
dc.subject | Asymmetry | en_US |
dc.subject | Atropisomer | en_US |
dc.subject | Hydrogen bond | en_US |
dc.subject | N-nitroso aldol reaction | en_US |
dc.title | Synthesis of a conformationally stable atropisomeric pair of biphenyl scaffold containing additional stereogenic centers | en_US |
dc.type | Journal/Magazine Article | en_US |
dc.identifier.volume | 24 | en_US |
dc.identifier.issue | 3 | en_US |
dc.identifier.doi | 10.3390/molecules24030643 | en_US |
dcterms.abstract | The synthesis of a new CF 3 -containing stereogenic atropisomeric pair of ortho-disubstituted biphenyl scaffold is presented. The atropisomers are surprisingly conformationally stable for isolation. X-ray structures show that their stability comes from an intramolecular hydrogen bond formation from their two hydroxyl groups and renders the spatial arrangement of their peripheral CF 3 and CH 3 groups very different. The synthesized stereogenic scaffold proved to be effective in catalyzing the asymmetric N-nitroso aldol reaction of enamine and nitrosobenzene. Compared to similar scaffolds without CF 3 groups, one of our atropisomer exhibits an increase in enantioselectivity in this reaction. | - |
dcterms.accessRights | open access | en_US |
dcterms.bibliographicCitation | Molecules, 2019, v. 24, no. 3, 643 | - |
dcterms.isPartOf | Molecules | - |
dcterms.issued | 2019 | - |
dc.identifier.scopus | 2-s2.0-85061550730 | - |
dc.identifier.pmid | 30759758 | - |
dc.identifier.artn | 643 | en_US |
dc.description.validate | 201904 bcma | en_US |
dc.description.oa | Version of Record | en_US |
dc.identifier.FolderNumber | OA_IR/PIRA | en_US |
dc.description.pubStatus | Published | en_US |
dc.description.oaCategory | CC | en_US |
Appears in Collections: | Journal/Magazine Article |
Files in This Item:
File | Description | Size | Format | |
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Yeung_Synthesis_conformationally_stable.pdf | 893.34 kB | Adobe PDF | View/Open |
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