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Porous Tin-Organic Frameworks as Selective Epimerization Catalysts in Aqueous Solutions

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
Article, Secondary publication, Postprint

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Item Type: Article
Type of entry: Secondary publication
Title: Porous Tin-Organic Frameworks as Selective Epimerization Catalysts in Aqueous Solutions
Language: English
Date: 20 November 2023
Place of Publication: Darmstadt
Year of primary publication: 18 April 2017
Place of primary publication: Washington, DC, USA
Publisher: American Chemical Society
Journal or Publication Title: ACS Catalysis
Volume of the journal: 7
Issue Number: 6
DOI: 10.26083/tuprints-00024539
Corresponding Links:
Origin: Secondary publication service

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.

Uncontrolled Keywords: epimerization, isomerization, saccharides, aldoses, tin catalyst, porous organic framework, aqueous solution
Status: Postprint
URN: urn:nbn:de:tuda-tuprints-245392
Classification DDC: 500 Science and mathematics > 540 Chemistry
Divisions: 07 Department of Chemistry > Ernst-Berl-Institut > Fachgebiet Technische Chemie
Date Deposited: 20 Nov 2023 10:50
Last Modified: 24 Nov 2023 08:52
URI: https://tuprints.ulb.tu-darmstadt.de/id/eprint/24539
PPN: 513432302
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