In situ Generation of Efficient Palladium N-heterocyclic Carbene Catalysts Using Benzimidazolium Salts for the Suzuki-Miyaura Cross-coupling Reaction

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dc.authoridAkkoc, Senem/0000-0002-1260-9425
dc.authoridKayser, Veysel/0000-0003-1310-9534
dc.authorwosidİLHAN, İLHAN ÖZER/AAN-1469-2021
dc.authorwosidGök, Yetkin/AAA-5669-2021
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.accessioned2024-08-04T20:42:46Z
dc.date.available2024-08-04T20:42:46Z
dc.date.issued2016
dc.departmentİnönü Üniversitesien_US
dc.description.abstractFive new unsymmetrically substituted salts containing a benzimidazole backbone were synthesized in high yields and their structures were verified via spectroscopic and analytical methods such as HRMS, 1D and 2D NMR spectroscopy, FT-IR and elemental analysis. The catalytic properties of all the synthesized salts were tested in a homogeneous Suzuki-Miyaura cross-coupling reaction to get coupling products in high efficiencies with low amounts of in situ formed catalysts. In this reaction, the couplings of boronic acid derivatives with different aryl chlorides were made in the presence of palladium acetate, 2-6 and base at various times and temperatures. According to the obtained results, the benzimidazolium salts which are N-heterocyclic carbene (NHC) ligand precursors were found to have high catalytic activity. In particular, the coupling of 4-chlorotoluene with phenylboronic acid was obtained in very high yield and conversion in the catalyzed Pd-NHC complexes which were in situ formed from compounds 3 and 6 and Pd(OAc)(2).en_US
dc.description.sponsorshipErciyes University Research Fund [FDK-2014-5091]; TUBITAK [1059B141400496]; University of Sydneyen_US
dc.description.sponsorshipThis study was financially supported by Erciyes University Research Fund (FDK-2014-5091), TUBITAK (1059B141400496) and The University of Sydney. We thank Dr Ian Luck for his assistance with NMR experiments.en_US
dc.identifier.doi10.2174/1570179413666151218200334
dc.identifier.endpage766en_US
dc.identifier.issn1570-1794
dc.identifier.issn1875-6271
dc.identifier.issue5en_US
dc.identifier.scopus2-s2.0-84995595403en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage761en_US
dc.identifier.urihttps://doi.org/10.2174/1570179413666151218200334
dc.identifier.urihttps://hdl.handle.net/11616/97582
dc.identifier.volume13en_US
dc.identifier.wosWOS:000387015300007en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherBentham Science Publ Ltden_US
dc.relation.ispartofCurrent Organic Synthesisen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectSynthesisen_US
dc.subjectCatalysisen_US
dc.subjectN-Heterocyclic carbene precursorsen_US
dc.subjectBenzimidazolium saltsen_US
dc.subjectSuzuki-Miyaura cross-coupling reactionen_US
dc.titleIn situ Generation of Efficient Palladium N-heterocyclic Carbene Catalysts Using Benzimidazolium Salts for the Suzuki-Miyaura Cross-coupling Reactionen_US
dc.typeArticleen_US

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