Palladium-PEPPSI-NHC Complexes Bearing Imidazolidin-2-Ylidene Ligand: Efficient Precatalysts for the Direct C5-Arylation of N-Methylpyrrole-2-Carboxaldehyde

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dc.authoridOzdemir, Ismail/0000-0001-6325-0216
dc.contributor.authorKaloglu, Murat
dc.contributor.authorKaloglu, Nazan
dc.contributor.authorOzdemir, Ismail
dc.date.accessioned2024-08-04T20:49:19Z
dc.date.available2024-08-04T20:49:19Z
dc.date.issued2021
dc.departmentİnönü Üniversitesien_US
dc.description.abstractThe Pd-catalyzed direct arylation of pyrroles is an important research field for organic synthesis and catalysis chemistry. However, imidazolidin-2-ylidene based Pd-NHC complexes (NHC=N-heterocyclic carbene) have not yet been employed as catalysts for the direct C5 mono-arylation of C2-substituted N-methylpyrrole derivatives with aryl halides. Therefore, we now report the synthesis and characterization of new 1,3-bis(substituted benzyl) imidazolinium salts as carbene precursors, and their corresponding Pd-PEPPSI-NHC type complexes (PEPPSI=Pyridine Enhanced Precatalyst Preparation Stabilization and Initiation). The catalytic properties of these complexes have been evaluated in the direct C5 mono-arylation of N-methylpyrrole-2-carboxaldehyde with a wide variety of (hetero)aryl halides. This environmentally attractive procedure has also been found to be tolerant to a wide variety of functional groups on the aryl halides such as formyl, acetyl, nitrile, fluoro or trifluoromethyl, and good yields have been obtained in presence of 1 mol% catalyst loading at 120 degrees C. [GRAPHICS] .en_US
dc.description.sponsorshipTechnological and Scientific Research Council of Turkey TuBTAK [119R003]en_US
dc.description.sponsorshipThis study was supported by the Technological and Scientific Research Council of Turkey TuBTAK (Project No: 119R003).en_US
dc.identifier.doi10.1007/s10562-021-03561-4
dc.identifier.endpage3212en_US
dc.identifier.issn1011-372X
dc.identifier.issn1572-879X
dc.identifier.issue11en_US
dc.identifier.scopus2-s2.0-85101527991en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage3197en_US
dc.identifier.urihttps://doi.org/10.1007/s10562-021-03561-4
dc.identifier.urihttps://hdl.handle.net/11616/99786
dc.identifier.volume151en_US
dc.identifier.wosWOS:000621324600002en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherSpringeren_US
dc.relation.ispartofCatalysis Lettersen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectN-heterocyclic carbeneen_US
dc.subjectImidazolidin-2-ylideneen_US
dc.subjectPalladiumen_US
dc.subjectPEPPSI-type complexen_US
dc.subjectDirect arylationen_US
dc.subjectPyrroleen_US
dc.titlePalladium-PEPPSI-NHC Complexes Bearing Imidazolidin-2-Ylidene Ligand: Efficient Precatalysts for the Direct C5-Arylation of N-Methylpyrrole-2-Carboxaldehydeen_US
dc.typeArticleen_US

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