Synthesis of N-heterocyclic carbene-palladium-PEPPSI complexes and their catalytic activity in the direct C-H bond activation

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dc.authoridTahir, Muhammad Nawaz/0000-0002-6815-9806
dc.authoridKaloğlu, Murat/0000-0002-2770-5532
dc.authoridÖzdemir, İsmail/0000-0001-6325-0216
dc.authoridbruneau, christian/0000-0002-2220-1458
dc.authoridDoucet, Henri/0000-0002-1410-3663
dc.authorwosidBruneau, Christian/AAL-4582-2020
dc.authorwosidTahir, Muhammad Nawaz/HPB-5726-2023
dc.authorwosidKaloğlu, Murat/AAA-3956-2021
dc.authorwosidÖzdemir, İsmail/ABI-5192-2020
dc.contributor.authorKaloglu, Nazan
dc.contributor.authorKaloglu, Murat
dc.contributor.authorTahir, Muhammad Nawaz
dc.contributor.authorArici, Cengiz
dc.contributor.authorBruneau, Christian
dc.contributor.authorDoucet, Henri
dc.contributor.authorDixneuf, Pierre H.
dc.date.accessioned2024-08-04T20:44:05Z
dc.date.available2024-08-04T20:44:05Z
dc.date.issued2018
dc.departmentİnönü Üniversitesien_US
dc.description.abstractA series of benzimidazolium salts having their two nitrogen atoms substituted by bulky groups have been synthesized. The benzimidazolium salts were readily converted into the corresponding palladium-NHC-PEPPSI complexes with general formula [PdBr2(NHC) (Py)], (NHC = N-heterocyclic carbene; PEPPSI = pyridine-enhanced precatalyst preparation, stabilisation, and initiation). The structures of all new compounds were characterized by NMR, IR spectroscopy and microanalysis techniques, which support the proposed structures. The molecular structure of complex 2g was determined by singlecrystal X-ray diffraction study. Next, the palladium-NHC-PEPPSI complexes were used as catalysts in the direct C5-arylation of 1-methylpyrrole-2-carboxaldehyde by aryl halides. These complexes exhibited moderate to high catalytic activities and gave C-H activation selectively at the C5-position of 1methylpyrrole- 2-carboxaldehyde. Both electron-donating and electron-withdrawing substituents were well tolerated with catalytic systems based on these complexes, even non-activated aryl chlorides such as chlorobenzene or 4-chlorotoluene were coupled with pyrrole in moderate yields. (C) 2017 Elsevier B.V. All rights reserved.en_US
dc.description.sponsorshipTechnological and Scientific Research Council of Turkey TUBITAK-BOSPHORUS [109T605]; Inonu University Research Fund [I.U. B.A.P. 2015/41]; TUBAen_US
dc.description.sponsorshipThis work was financially supported by the Technological and Scientific Research Council of Turkey TUBITAK-BOSPHORUS (109T605) and the Inonu University Research Fund (I.U. B.A.P. 2015/41). BC thanks to TUBA for support.en_US
dc.identifier.doi10.1016/j.jorganchem.2017.10.019
dc.identifier.endpage412en_US
dc.identifier.issn0022-328X
dc.identifier.issn1872-8561
dc.identifier.scopus2-s2.0-85032283709en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage404en_US
dc.identifier.urihttps://doi.org/10.1016/j.jorganchem.2017.10.019
dc.identifier.urihttps://hdl.handle.net/11616/98009
dc.identifier.volume867en_US
dc.identifier.wosWOS:000433256800057en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherElsevier Science Saen_US
dc.relation.ispartofJournal of Organometallic Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectN-heterocyclic carbeneen_US
dc.subjectBenzimidazolium saltsen_US
dc.subjectPEPPSI-Type palladium-NHC complexesen_US
dc.subjectPyrrolesen_US
dc.subjectDirect arylationen_US
dc.titleSynthesis of N-heterocyclic carbene-palladium-PEPPSI complexes and their catalytic activity in the direct C-H bond activationen_US
dc.typeArticleen_US

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