N-Methylphthalimide-substituted benzimidazolium salts and PEPPSI Pd-NHC complexes: synthesis, characterization and catalytic activity in carbon-carbon bond-forming reactions

dc.authoridKayser, Veysel/0000-0003-1310-9534
dc.authoridAkkoc, Senem/0000-0002-1260-9425
dc.authorwosidGök, Yetkin/AAA-5669-2021
dc.authorwosidİLHAN, İLHAN ÖZER/AAN-1469-2021
dc.authorwosidKayser, Veysel/HKN-5249-2023
dc.authorwosidAkkoç, Senem/AAN-1478-2021
dc.contributor.authorAkkoc, Senem
dc.contributor.authorGok, Yetkin
dc.contributor.authorIlhan, Ilhan Ozer
dc.contributor.authorKayser, Veysel
dc.date.accessioned2024-08-04T20:41:37Z
dc.date.available2024-08-04T20:41:37Z
dc.date.issued2016
dc.departmentİnönü Üniversitesien_US
dc.description.abstractA series of novel benzimidazolium salts (1-4) and their pyridine enhanced precatalyst preparation stabilization and initiation (PEPPSI) themed palladium N-heterocyclic carbene complexes [ PdCl2(NHC)(Py)] (5-8), where NHC = 1-(N-methylphthalimide)3- alkylbenzimidazolin-2-ylidene and Py = 3-chloropyridine, were synthesized and characterized by means of H-1 and C-13{H-1} NMR, UV-vis (for 5-8), ESI-FTICR-MS (for 2, 4, 6-8) and FTIR spectroscopic methods and elemental analysis. The synthesized compounds were tested in Suzuki-Miyaura cross-coupling (for 1-8) and arylation (for 5-8) reactions. As catalysts, they demonstrated a highly efficient route for the formation of asymmetric biaryl compounds even though they were used in very low loading. For example, all compounds displayed good catalytic activity for the C-C bond formation of 4-tert-butylphenylboronic acid with 4-chlorotoluene.en_US
dc.description.sponsorshipTUBITAK [1059B141400496]; Erciyes University Research Funden_US
dc.description.sponsorshipThis work was financially supported by TUBITAK (1059B141400496) and Erciyes University Research Fund. We thank Dr Nial Wheate and Zehra Elgundi (University of Sydney) for useful comments and critical reading of the paper.en_US
dc.identifier.doi10.3762/bjoc.12.9
dc.identifier.endpage88en_US
dc.identifier.issn1860-5397
dc.identifier.pmid26877810en_US
dc.identifier.scopus2-s2.0-84962261256en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage81en_US
dc.identifier.urihttps://doi.org/10.3762/bjoc.12.9
dc.identifier.urihttps://hdl.handle.net/11616/97246
dc.identifier.volume12en_US
dc.identifier.wosWOS:000368063800001en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherBeilstein-Instituten_US
dc.relation.ispartofBeilstein Journal of Organic Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectarylationen_US
dc.subjectbenzimidazolium saltsen_US
dc.subjectcatalysisen_US
dc.subjectN-heterocyclic carbeneen_US
dc.subjectPEPPSI complexen_US
dc.subjectSuzuki-Miyaura cross-coupling reactionen_US
dc.titleN-Methylphthalimide-substituted benzimidazolium salts and PEPPSI Pd-NHC complexes: synthesis, characterization and catalytic activity in carbon-carbon bond-forming reactionsen_US
dc.typeArticleen_US

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