New C2-symmetric chiral phosphinite ligands based on amino alcohol scaffolds and their use in the ruthenium-catalysed asymmetric transfer hydrogenation of aromatic ketones

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dc.contributor.authorDurap, Feyyaz
dc.contributor.authorAydemir, Murat
dc.contributor.authorElma, Duygu
dc.contributor.authorBaysal, Akin
dc.contributor.authorTurgut, Yilmaz
dc.date.accessioned2024-04-24T16:11:12Z
dc.date.available2024-04-24T16:11:12Z
dc.date.issued2013
dc.departmentDicle Üniversitesien_US
dc.description.abstractAsymmetric transfer hydrogenation processes of ketones with chiral molecular catalysts are attracting increasing interest from synthetic chemists due to their operational simplicity. C-2-symmetric catalysts have also received much attention and been used in many reactions. A series of new chiral C-2-symmetric bis(phosphinite) ligands has been prepared from corresponding amino acid derivated amino alcohols or (R)-2-amino-1-butanol through a three- or four-step procedure. Their structures have been elucidated by a combination of multinuclear NMR spectroscopy, IR spectroscopy and elemental analysis. H-1-P-31 NMR, DEPT, H-1-C-13 HETCOR or H-1-H-1 COSY correlation experiments were used to confirm the spectral assignments. In situ prepared ruthenium catalytic systems were successfully applied to ruthenium-catalyzed asymmetric transfer hydrogenation of acetophenone derivatives by iso-PrOH. Under optimized conditions, these chiral ruthenium catalyst systems serve as catalyst precursors for the asymmetric transfer hydrogenation of acetophenone derivatives in iso-PrOH and act as good catalysts, giving the corresponding optical secondary alcohols in 99% yield and up to 79% ee. (C) 2012 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.en_US
dc.description.sponsorshipTUBITAK [108T060]; DUBAP [12-FF-62]en_US
dc.description.sponsorshipFinancial support from TUBITAK (Project number: 108T060) and DUBAP (Project number: 12-FF-62) is gratefully acknowledged.en_US
dc.identifier.doi10.1016/j.crci.2012.12.003
dc.identifier.endpage371en_US
dc.identifier.issn1631-0748
dc.identifier.issn1878-1543
dc.identifier.issue4en_US
dc.identifier.scopus2-s2.0-84876949345en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage363en_US
dc.identifier.urihttps://doi.org/10.1016/j.crci.2012.12.003
dc.identifier.urihttps://hdl.handle.net/11468/15311
dc.identifier.volume16en_US
dc.identifier.wosWOS:000320479800009en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoenen_US
dc.publisherElsevier France-Editions Scientifiques Medicales Elsevieren_US
dc.relation.ispartofComptes Rendus Chimieen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectHomogeneous Catalysisen_US
dc.subjectAsymmetric Transfer Hydrogenationen_US
dc.subjectChiral Phosphinite Ligandsen_US
dc.subjectRutheniumen_US
dc.subjectC-2-Symmetryen_US
dc.titleNew C2-symmetric chiral phosphinite ligands based on amino alcohol scaffolds and their use in the ruthenium-catalysed asymmetric transfer hydrogenation of aromatic ketonesen_US
dc.typeArticleen_US

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