N-Alkylation and N-Methylation of Amines with Alcohols Catalyzed by Nitrile-Substituted NHC-Ir(III) and NHC-Ru(II) Complexes

Basit Öğe Kaydı
dc.authoridturkmen, hayati/0000-0001-7411-2652
dc.contributor.authorCakir, Sinem
dc.contributor.authorKavukcu, Serdar Batikan
dc.contributor.authorSahin, Onur
dc.contributor.authorGunnaz, Salih
dc.contributor.authorTurkmen, Hayati
dc.date.accessioned2025-03-23T19:35:50Z
dc.date.available2025-03-23T19:35:50Z
dc.date.issued2023
dc.departmentSinop Üniversitesi
dc.description.abstractA series of nitrile-modified N-heterocyclic carbene (NHC) complexes of Ir(III) (2a-e) and Ru(II) (3a-d) have been prepared by transmetallation of [IrCp*Cl2]2 and [RuCl2(p-cymene)]2 forming an in situ NHC-Ag complex. The structures of all complexes were characterized by 1H NMR, 13C NMR, and Fourier transform infrared (FT-IR) spectroscopies. And the structures were clearly elucidated by performing X-ray diffraction studies on 2b, 3a, and 3c single crystals. The complexes of NHC- Ir(III) (2a-e) and NHC-Ru(II) (3a-d) were investigated in the N-alkylation reaction of aniline derivatives with benzyl alcohols to form N-benzyl amines and in the N-methylation reaction of aniline derivatives with methanol. Both reactions were performed in solvent-free media. The Ir(III) complexes (2a-e) were found to perform essentially better than similar Ru(II) complexes (3a-d) in the N-alkylation and N-methylation reactions. Among the Ir(III) complexes (2a-e), the best results were obtained with 2b. The catalytic mechanisms of both reactions were revealed by 1H NMR study. Formation of Ir-hydride species was observed for both reactions. This new report provides useful information to evaluate the activity of complexes and the differences in sensitivity between the NHCs.
dc.description.sponsorshipEge University [FYL-2018- 20197]; Scientific and Technological Research Application and Research Center, Sinop University, Turkey; Ege University Planning and Monitoring Coordination of Organ- izational Development and Directorate of Library and Documentation
dc.description.sponsorshipFinancial support from Ege University (Project FYL-2018- 20197) is gratefully acknowledged. The authors acknowledge Scientific and Technological Research Application and Research Center, Sinop University, Turkey, for the use of the Bruker D8 QUEST diffractometer. They are grateful to Ege University Planning and Monitoring Coordination of Organizational Development and Directorate of Library and Documentation for their support in editing and proofreading service of this study.
dc.identifier.doi10.1021/acsomega.2c06341
dc.identifier.issn2470-1343
dc.identifier.pmid36816636
dc.identifier.scopus2-s2.0-85147588912
dc.identifier.scopusqualityQ1
dc.identifier.urihttps://doi.org/10.1021/acsomega.2c06341
dc.identifier.urihttps://hdl.handle.net/11486/5945
dc.identifier.wosWOS:000927314400001
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherAmer Chemical Soc
dc.relation.ispartofAcs Omega
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.snmzKA_WOS_20250323
dc.subjectReductive Amination
dc.subjectRuthenium(Ii) Complexes
dc.subjectTransfer Hydrogenation
dc.subjectSecondary Alcohols
dc.subjectAromatic-Amines
dc.subjectIonic Liquids
dc.subjectAryl Halides
dc.subjectNhc Ligands
dc.subjectEfficient
dc.subjectDehydrogenation
dc.titleN-Alkylation and N-Methylation of Amines with Alcohols Catalyzed by Nitrile-Substituted NHC-Ir(III) and NHC-Ru(II) Complexes
dc.typeArticle

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu
PubMed İndeksli Yayınlar Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu