Synthesis, characterization, and microwave-assisted catalytic activity in Heck, Suzuki, Sonogashira, and Buchwald-Hartwig cross-coupling reactions of novel benzimidazole salts bearing N-phthalimidoethyl and benzyl moieties

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dc.authoridKUCUKBAY, HASAN/0000-0002-7180-9486
dc.authoridYılmaz, Ülkü/0000-0002-2806-4781
dc.authorwosidKUCUKBAY, HASAN/A-5050-2019
dc.authorwosidYılmaz, Ülkü/AAA-7545-2020
dc.contributor.authorKucukbay, Hasan
dc.contributor.authorYilmaz, Ulku
dc.contributor.authorYavuz, Kemal
dc.contributor.authorBugday, Nesrin
dc.date.accessioned2024-08-04T20:41:32Z
dc.date.available2024-08-04T20:41:32Z
dc.date.issued2015
dc.departmentİnönü Üniversitesien_US
dc.description.abstractFive novel benzimidazole salts (1-5) having N-phthalimidoethyl and 4-substituted benzyl were synthesized and identified by H-1 NMR, C-13 NMR, and IR spectroscopic methods and microanalysis. A mixture of the benzimidazole salts (1-5), Pd(OAc)(2), and K2CO3 in DMF-H2O catalyzed, in high yield, the Suzuki-Miyaura and the Heck-Mizoroki cross-coupling reactions assisted by microwave irradiation in 5 min. The novel benzimidazole salts (1-5), Pd(OAC)(2), CS2CO3, PEG, and Cu nanoparticles catalyzed, in high yield, the Sonogashira coupling reaction promoted by microwave irradiation in 10 min. The same benzimidazole salts (1-5), Pd(OAc)(2), CS2CO3, and TBAB catalyzed, in moderate or low yield, the Buchwald-Hartwig reaction assisted by microwave irradiation in 60 min. The efficiency of the catalyst system in these four reactions was discussed as well as the electron-releasing and withdrawing substituent effects on the benzimidazole ligands.en_US
dc.description.sponsorshipInonu University Research Fund (I.U. B.A.P.) [2013/53, 2013/173]en_US
dc.description.sponsorshipThis work was financially supported by the Inonu University Research Fund (I.U. B.A.P. 2013/53 and 2013/173).en_US
dc.identifier.doi10.3906/kim-1505-34
dc.identifier.endpage+en_US
dc.identifier.issn1300-0527
dc.identifier.issue6en_US
dc.identifier.scopus2-s2.0-84958972298en_US
dc.identifier.scopusqualityN/Aen_US
dc.identifier.startpage1265en_US
dc.identifier.urihttps://doi.org/10.3906/kim-1505-34
dc.identifier.urihttps://hdl.handle.net/11616/97186
dc.identifier.volume39en_US
dc.identifier.wosWOS:000365507600013en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherTubitak Scientific & Technological Research Council Turkeyen_US
dc.relation.ispartofTurkish Journal of Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectHeck-Mizoroki couplingen_US
dc.subjectSuzuki-Miyaura couplingen_US
dc.subjectSonogashira couplingen_US
dc.subjectBuchwald-Hartwig couplingen_US
dc.subjectbenzimidazole derivativesen_US
dc.subjectcatalyzesen_US
dc.subjectN-heterocyclic carbeneen_US
dc.subjectmicrowaveen_US
dc.titleSynthesis, characterization, and microwave-assisted catalytic activity in Heck, Suzuki, Sonogashira, and Buchwald-Hartwig cross-coupling reactions of novel benzimidazole salts bearing N-phthalimidoethyl and benzyl moietiesen_US
dc.typeArticleen_US

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