New olefinic centred binuclear clamshell type phthalocyanines: Design, synthesis, structural characterisation, the stability and the change in the electron cloud at olefine-based symmetrical diphthalonitrile fragment by the combined application of UV-Vis electronic structure and theoretical methods

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dc.authoridBayrak, Riza/0000-0002-0398-7694
dc.contributor.authorDegirmencioglu, Ismail
dc.contributor.authorBayrak, Riza
dc.contributor.authorEr, Mustafa
dc.contributor.authorSerbest, Kerim
dc.date.accessioned2024-09-29T16:00:33Z
dc.date.available2024-09-29T16:00:33Z
dc.date.issued2011
dc.departmentKarabük Üniversitesien_US
dc.description.abstractThe olefinic centred Schiff base (3) was obtained from the condensation of substituted dialdehyde (1) with 2-amino-4-methylphenol (2) in a 1:2 ratio. The diphthalonitrile derivative (5) was prepared by the reaction of 4-nitrophthalonitrile (4) and compound (3) in dry dimethylformamide/potassium carbonate. The key product (5) was obtained by nucleophilic substitution of an activated nitro group into an aromatic ring. The cyclotetramerization of compound (5) with phthalonitrile (6) in 1:6.15 ratio gave the expected metal-free phthalocyanine of clamshell type (7), and with metal salts of Zn(II), Ni(II), Co(II) and Cu(II) gave metallophthalocyanines of clamshell types (8-11), respectively in dimethylaminoethano1/1,8-diazabycyclo[5.4.0]undec-7-ene system. The products were purified by several techniques such as crystallization and preparative thin layer chromatography. The newly prepared compounds were characterised by a combination of elemental analyses, IR, H-1/C-13 NMR, MS and UV-Vis spectroscopy. (C) 2011 Elsevier Ltd. All rights reserved.en_US
dc.description.sponsorshipKaradeniz Technical University (Trabzon/Turkey) [2007.111.002.9, 2010.111. 002.3]en_US
dc.description.sponsorshipThis work was supported by The Research Fund of Karadeniz Technical University, Projects No: 2007.111.002.9 and 2010.111. 002.3 (Trabzon/Turkey).en_US
dc.identifier.doi10.1016/j.poly.2011.03.039
dc.identifier.endpage1636en_US
dc.identifier.issn0277-5387
dc.identifier.issn1873-3719
dc.identifier.issue9en_US
dc.identifier.scopus2-s2.0-79955752353en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage1628en_US
dc.identifier.urihttps://doi.org/10.1016/j.poly.2011.03.039
dc.identifier.urihttps://hdl.handle.net/20.500.14619/5219
dc.identifier.volume30en_US
dc.identifier.wosWOS:000291498600025en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherPergamon-Elsevier Science Ltden_US
dc.relation.ispartofPolyhedronen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectPhthalocyanineen_US
dc.subjectMetallophthalocyanineen_US
dc.subjectBinuclearen_US
dc.subjectClamshellen_US
dc.subjectSchiffs baseen_US
dc.subjectOlefinic centreden_US
dc.titleNew olefinic centred binuclear clamshell type phthalocyanines: Design, synthesis, structural characterisation, the stability and the change in the electron cloud at olefine-based symmetrical diphthalonitrile fragment by the combined application of UV-Vis electronic structure and theoretical methodsen_US
dc.typeArticleen_US

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