Design of Iridium N-Heterocyclic Carbene Amino Acid Catalysts for Asymmetric Transfer Hydrogenation of Aryl Ketones

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dc.contributor.authorBernier, Chad M.en
dc.contributor.authorMerola, Joseph S.en
dc.contributor.departmentChemistryen
dc.date.accessioned2021-05-25T12:08:52Zen
dc.date.available2021-05-25T12:08:52Zen
dc.date.issued2021-05-24en
dc.date.updated2021-05-24T15:04:32Zen
dc.description.abstractA series of chiral complexes of the form Ir(NHC)<sub>2</sub>(aa)(H)(X) (NHC = N-heterocyclic carbene, aa = chelated amino acid, X = halide) was synthesized by oxidative addition of -amino acids to iridium(I) bis-NHC compounds and screened for asymmetric transfer hydrogenation of ketones. Following optimization of the reaction conditions, NHC, and amino acid ligands, high enantioselectivity was achieved when employing the Ir(IMe)<sub>2</sub>(<span style="font-variant: small-caps;">l</span>-Pro)(H)(I) catalyst (IMe = 1,3-dimethylimidazol-2-ylidene), which asymmetrically reduces a range of acetophenone derivatives in up to 95% enantiomeric excess.en
dc.description.versionPublished versionen
dc.format.mimetypeapplication/pdfen
dc.identifier.citationBernier, C.M.; Merola, J.S. Design of Iridium N-Heterocyclic Carbene Amino Acid Catalysts for Asymmetric Transfer Hydrogenation of Aryl Ketones. Catalysts 2021, 11, 671.en
dc.identifier.doihttps://doi.org/10.3390/catal11060671en
dc.identifier.urihttp://hdl.handle.net/10919/103484en
dc.language.isoenen
dc.publisherMDPIen
dc.rightsCreative Commons Attribution 4.0 Internationalen
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/en
dc.subjectiridiumen
dc.subjectN-heterocyclic carbeneen
dc.subjectamino aciden
dc.subjectasymmetric transfer hydrogenationen
dc.titleDesign of Iridium N-Heterocyclic Carbene Amino Acid Catalysts for Asymmetric Transfer Hydrogenation of Aryl Ketonesen
dc.title.serialCatalystsen
dc.typeArticle - Refereeden
dc.type.dcmitypeTexten
dc.type.dcmitypeStillImageen

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