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Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone
dc.creator | Milenković, Milica R. | |
dc.creator | Papastavrou, Argyro T. | |
dc.creator | Radanović, Dušanka | |
dc.creator | Pevec, Andrej | |
dc.creator | Jagličić, Zvonko | |
dc.creator | Zlatar, Matija | |
dc.creator | Gruden, Maja | |
dc.creator | Vougioukalakis, Georgios C. | |
dc.creator | Turel, Iztok | |
dc.creator | Anđelković, Katarina | |
dc.creator | Čobeljić, Božidar | |
dc.date.accessioned | 2019-03-20T01:06:59Z | |
dc.date.available | 2021-03-15 | |
dc.date.issued | 2019 | |
dc.identifier.issn | 0277-5387 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/2632 | |
dc.description.abstract | The reaction of (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium-chloride (HLCl) with copper(II) perchlorate led to mononuclear [CuLCl]ClO4 complex (1). The same reaction with excess of sodium azide gives dinuclear azido double end-on bridged Cu(II) complex [Cu2L2(μ-1,1-N3)2](ClO4)2 (2). In both complexes hydrazone ligand is NNO coordinated in monodeprotonated formally neutral zwitter-ionic form. Complexes were characterized by elemental analysis, IR spectroscopy and single‐crystal X‐ray crystallography. Variable‐temperature magnetic susceptibility measurements for dinuclear Cu(II) complex showed intra-dimer ferromagnetic coupling between Cu(II) ions (J = 7.4 cm–1). DFT-BS calculations provided explanation for magnetic properties of dinuclear Cu(II) complex. Both complexes were shown to highly efficiently catalyze the N-arylation of imidazole and benzimidazole with electron-poor or electron-rich aryl iodides, under user-friendly and sustainable conditions. | en |
dc.language.iso | en | sr |
dc.publisher | Elsevier | sr |
dc.relation | info:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172055/RS// | sr |
dc.relation | Slovenian Research Agency (P-0175 and P2-0348) | sr |
dc.relation | COST Action CA15106 (C-H Activation in Organic Synthesis –CHAOS) | sr |
dc.relation.isversionof | https://cer.ihtm.bg.ac.rs/handle/123456789/2634 | |
dc.relation.isreferencedby | https://cer.ihtm.bg.ac.rs/handle/123456789/4472 | |
dc.relation.isreferencedby | https://cer.ihtm.bg.ac.rs/handle/123456789/4473 | |
dc.relation.isreferencedby | https://cer.ihtm.bg.ac.rs/handle/123456789/4474 | |
dc.rights | embargoedAccess | sr |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/4.0/ | |
dc.source | Polyhedron | sr |
dc.subject | Cu(II) complexes | sr |
dc.subject | hydrazones | sr |
dc.subject | DFT calculations | sr |
dc.subject | crystal structure | sr |
dc.subject | catalysis | sr |
dc.title | Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone | en |
dc.type | article | sr |
dc.rights.license | BY-NC-ND | sr |
dcterms.abstract | Златар, Матија; Миленковић, Милица Р.; Турел, Изток; Воугиоукалакис, Георгиос Ц.; Папаставроу, Aргyро Т.; Радановић, Душанка; Певец, Aндреј; Јагличић, Звонко; Груден, Маја; Чобељић, Божидар; Aнђелковић, Катарина; | |
dc.rights.holder | Elsevier | sr |
dc.citation.volume | 165 | |
dc.citation.spage | 22 | |
dc.citation.epage | 30 | |
dc.citation.rank | M22 | |
dc.description.other | Published version: [https://cer.ihtm.bg.ac.rs/handle/123456789/2634] | |
dc.description.other | Supplementary material: [https://cer.ihtm.bg.ac.rs/handle/123456789/4472] | |
dc.description.other | Crystallographic data (CCDC 1886534): [https://cer.ihtm.bg.ac.rs/handle/123456789/4473] | |
dc.description.other | Crystallographic data (CCDC 1886535): [https://cer.ihtm.bg.ac.rs/handle/123456789/4474] | |
dc.identifier.doi | 10.1016/j.poly.2019.03.001 | |
dc.identifier.fulltext | https://cer.ihtm.bg.ac.rs/bitstream/id/6197/1-s2.0-S0277538719301664-main.pdf | |
dc.identifier.scopus | 2-s2.0-85063237632 | |
dc.identifier.wos | 000471358500004 | |
dc.type.version | acceptedVersion | sr |