Delidovich, Irina ; Hoffmann, Andreas ; Willms, Andrea ; Rose, Marcus (2023)
Porous Tin-Organic Frameworks as Selective Epimerization Catalysts in Aqueous Solutions.
In: ACS Catalysis, 2017, 7 (6)
doi: 10.26083/tuprints-00024539
Artikel, Zweitveröffentlichung, Postprint
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Kurzbeschreibung (Abstract)
Epimerization of sugars is a carbon-efficient route not only to produce rare carbohydrates but also to extend the product scope for chemical production in future biorefineries. Industrially available catalysts for epimerization are limited mainly to soluble Mo(VI) species as well as substrate-specific epimerases. Here we report highly active and selective tin-organic frameworks (Sn-OF) as solid catalysts for the epimerization of aldoses at the C-2 position, such as the conversion of glucose to mannose. The reaction proceeds via a carbon skeleton rearrangement, that is, through breaking of a C-2/C-3 carbon bond and formation of a C-1/C-3 bond. Partially hydrolyzed Ph₃Sn-OH sites were found to be the catalytically active centers. Our results suggest that the high catalytic activity of Sn-OFs for the epimerization is determined by (1) Lewis acidity of tin; (2) free Sn-OH groups; and (3) the high hydrophobicity of organic linkers applied in the aqueous solutions.
| Typ des Eintrags: | Artikel |
|---|---|
| Erschienen: | 2023 |
| Autor(en): | Delidovich, Irina ; Hoffmann, Andreas ; Willms, Andrea ; Rose, Marcus |
| Art des Eintrags: | Zweitveröffentlichung |
| Titel: | Porous Tin-Organic Frameworks as Selective Epimerization Catalysts in Aqueous Solutions |
| Sprache: | Englisch |
| Publikationsjahr: | 20 November 2023 |
| Ort: | Darmstadt |
| Publikationsdatum der Erstveröffentlichung: | 18 April 2017 |
| Ort der Erstveröffentlichung: | Washington, DC, USA |
| Verlag: | American Chemical Society |
| Titel der Zeitschrift, Zeitung oder Schriftenreihe: | ACS Catalysis |
| Jahrgang/Volume einer Zeitschrift: | 7 |
| (Heft-)Nummer: | 6 |
| DOI: | 10.26083/tuprints-00024539 |
| URL / URN: | https://tuprints.ulb.tu-darmstadt.de/24539 |
| Zugehörige Links: | |
| Herkunft: | Zweitveröffentlichungsservice |
| Kurzbeschreibung (Abstract): | Epimerization of sugars is a carbon-efficient route not only to produce rare carbohydrates but also to extend the product scope for chemical production in future biorefineries. Industrially available catalysts for epimerization are limited mainly to soluble Mo(VI) species as well as substrate-specific epimerases. Here we report highly active and selective tin-organic frameworks (Sn-OF) as solid catalysts for the epimerization of aldoses at the C-2 position, such as the conversion of glucose to mannose. The reaction proceeds via a carbon skeleton rearrangement, that is, through breaking of a C-2/C-3 carbon bond and formation of a C-1/C-3 bond. Partially hydrolyzed Ph₃Sn-OH sites were found to be the catalytically active centers. Our results suggest that the high catalytic activity of Sn-OFs for the epimerization is determined by (1) Lewis acidity of tin; (2) free Sn-OH groups; and (3) the high hydrophobicity of organic linkers applied in the aqueous solutions. |
| Freie Schlagworte: | epimerization, isomerization, saccharides, aldoses, tin catalyst, porous organic framework, aqueous solution |
| Status: | Postprint |
| URN: | urn:nbn:de:tuda-tuprints-245392 |
| Sachgruppe der Dewey Dezimalklassifikatin (DDC): | 500 Naturwissenschaften und Mathematik > 540 Chemie |
| Fachbereich(e)/-gebiet(e): | 07 Fachbereich Chemie 07 Fachbereich Chemie > Ernst-Berl-Institut > Fachgebiet Technische Chemie |
| Hinterlegungsdatum: | 20 Nov 2023 10:50 |
| Letzte Änderung: | 21 Nov 2023 07:07 |
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