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Semiheterogeneous Purification Protocol for the Removal of Ruthenium Impurities from Olefin Metathesis Reaction Products Using an Isocyanide Scavenger

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dc.abstract.enA low-waste, time-economical, and scalable semiheterogeneous purification protocol for the removal of ruthenium residues from olefin metathesis (OM) reactions has been developed. It is based on the non-covalent immobilization of the commercially available isocyanide 1,4-bis(3-isocyanopropyl)piperazine (QA) on unmodified silica gel. The use of the heterogeneous scavenger QA@SiO2 synthesized in situ during the purification process was shown to yield OM products with metal contamination usually below 5 ppm. Furthermore, the new purification protocol was effective on a gram scale in the ring-closing OM of an intermediate in the synthesis of cathepsin K inhibitors, leading to a product containing only 0.29 ppm Ru. Finally, QA was used in an aqueous medium and reduced the metal contamination from 9977 to 21 ppm.
dc.affiliationUniwersytet Warszawski
dc.contributor.authorRuszczyńska, Anna
dc.contributor.authorSzczepaniak, Grzegorz
dc.contributor.authorNogaś, Wojciech
dc.contributor.authorPiątkowski, Jakub
dc.contributor.authorBulska, Ewa
dc.contributor.authorGrela, Karol
dc.date.accessioned2024-01-26T07:31:30Z
dc.date.available2024-01-26T07:31:30Z
dc.date.issued2019
dc.description.financeNie dotyczy
dc.description.number5
dc.description.volume23
dc.identifier.doi10.1021/ACS.OPRD.8B00392
dc.identifier.issn1083-6160
dc.identifier.urihttps://repozytorium.uw.edu.pl//handle/item/119608
dc.languageeng
dc.pbn.affiliationchemical sciences
dc.relation.ispartofOrganic Process Research & Development
dc.relation.pages836-844
dc.rightsClosedAccess
dc.sciencecloudnosend
dc.subject.enolefin metathesis
dc.subject.enruthenium, isocyanide
dc.subject.enmetal scavenger
dc.titleSemiheterogeneous Purification Protocol for the Removal of Ruthenium Impurities from Olefin Metathesis Reaction Products Using an Isocyanide Scavenger
dc.typeJournalArticle
dspace.entity.typePublication