Imidazole, pyrimidine and diazepine containing heteroaryl-substituted heterocyclic salts as efficient ligand precursors for Mizoroki-Heck coupling reaction: synthesis, structural characterization and catalytic activities

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dc.authoridTahir, Muhammad Nawaz/0000-0002-6815-9806
dc.authoridAkkurt, Mehmet/0000-0003-2421-0929
dc.authoridAkkoc, Senem/0000-0002-1260-9425
dc.authorwosidAkkoç, Senem/AAN-1478-2021
dc.authorwosidTahir, Muhammad Nawaz/HPB-5726-2023
dc.authorwosidGök, Yetkin/AAA-5669-2021
dc.authorwosidTahir, Muhammad Nawaz/F-2900-2015
dc.contributor.authorGok, Yetkin
dc.contributor.authorAkkoc, Senem
dc.contributor.authorAkkurt, Mehmet
dc.contributor.authorTahir, Muhammad Nawaz
dc.date.accessioned2024-08-04T20:39:55Z
dc.date.available2024-08-04T20:39:55Z
dc.date.issued2014
dc.departmentİnönü Üniversitesien_US
dc.description.abstractThe nine new heteroaryl-substituted imidazolidinium (1a-c), pyrimidinium (2a-c) and diazepinium (3a-c) salts as N-heterocyclic carbene (NHC) precursors were synthesized in good yields and entirely characterized using elemental analyses and conventional spectroscopic methods. In situ formed complexes from heterocyclic salts (1-3), Pd(OAc)(2) and in the presence of KOBu (t) as a base were tested as catalysts for the Mizoroki-Heck coupling reaction in an aqueous media and very high yields were achieved. 1,3-Di(5-methylthiophen-2-ylmethyl)pyrimidinium hexafluorophosphate salt (2b) was structurally characterized by single-crystal X-ray diffraction. In the 2b compound (C16H21N2S2)(+)[PF6](-), the terminal thiophene rings are twisted with a dihedral angle of 72.8(3)A degrees. In the pyrimidine ring, the three successive C atoms between the N atoms are disordered over two positions [occupancy ratio 0.753(12):0.247(12)]. In the crystal, neighboring molecules are linked by C-HaEuro broken vertical bar F hydrogen bonds, running along the b axis.en_US
dc.description.sponsorshipInonu University [I.U.B.A.P. 2011/130]; University of Sargodha, Pakistanen_US
dc.description.sponsorshipThis work was financially supported by Inonu University Research Fund (I.U.B.A.P. 2011/130).; The authors acknowledge the provision of funds for the purchase of a diffractometer and encouragement by Dr Muhammad Akram Chaudhary, Vice Chancellor, University of Sargodha, Pakistan.en_US
dc.identifier.doi10.1007/s13738-014-0449-z
dc.identifier.endpage1774en_US
dc.identifier.issn1735-207X
dc.identifier.issn1735-2428
dc.identifier.issue6en_US
dc.identifier.scopus2-s2.0-84910619323en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage1767en_US
dc.identifier.urihttps://doi.org/10.1007/s13738-014-0449-z
dc.identifier.urihttps://hdl.handle.net/11616/96594
dc.identifier.volume11en_US
dc.identifier.wosWOS:000344082600029en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherSpringeren_US
dc.relation.ispartofJournal of The Iranian Chemical Societyen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectImidazolidinium salten_US
dc.subjectPyrimidinium salten_US
dc.subjectDiazepinium salten_US
dc.subjectMizoroki-Heck coupling reactionen_US
dc.subjectCatalysten_US
dc.subjectX-ray diffractionen_US
dc.titleImidazole, pyrimidine and diazepine containing heteroaryl-substituted heterocyclic salts as efficient ligand precursors for Mizoroki-Heck coupling reaction: synthesis, structural characterization and catalytic activitiesen_US
dc.typeArticleen_US

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