Combined experimental and theoretical study of the novel ferrocene derivatives and examining the effect of E-Z stereoisomerism on their optical properties

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dc.authoridCetin, Adnan/0000-0003-4838-1503
dc.authoridASLAN, Hakan/0000-0002-5268-7196
dc.authoridKurtay, Gulbin/0000-0003-0920-8409
dc.authoridkorkmaz, adem/0000-0002-0345-5794
dc.contributor.authorAslan, Hakan
dc.contributor.authorKurtay, Gulbin
dc.contributor.authorKorkmaz, Adem
dc.contributor.authorCetin, Adnan
dc.contributor.authorOktemer, Atilla
dc.date.accessioned2025-03-23T19:39:10Z
dc.date.available2025-03-23T19:39:10Z
dc.date.issued2019
dc.departmentSinop Üniversitesi
dc.description.abstractHerein, we present the primary results on two valuable E-Z stereoisomers containing ferrocene scaffold [(E)-5,5-dimethy1-3-oxo-2-(2-phenyl-2-ferrocenyl-vinyl)cyclohex-1-en-1-yl acetate (E-FerCycAc) and its Z-stereoisomer (Z-FerCycAc)]. These compounds were both prepared from 1-phenylvinyl-ferrocene and 5,5-dimethyl-1,3-cyclohexanedione under catalysis of manganese(III) acetate according to the radical addition mechanism. The prominent spectroscopic data of the target stereoisomers were provided by FT-IR, LC-MS, (1) H NMR, (13) C NMR techniques, and their stereochemical identification was made primarily by NOESY analysis. The corresponding data (absorbance, transmittance and optical and transport energy gap) were collected from UV-vis studies. The optical properties of the glass slides coated with E-FerCycAc and Z-FerCycAc films were examined and consequently, the optical and transport energy band gap values of the E-FerCycAc were found significantly lower than Z-FerCycAc. The physicochemical and spectroscopic findings (HOMO-LUMO energies, bandgap values, UV-vis, FT-IR, (1) H, and (13) C NMR spectra) were also compared and supported with the acquired DFT calculations.
dc.description.sponsorshipScientific and Technical Research Council of Turkey (TUBITAK) [115Z079]
dc.description.sponsorshipThe authors would like to express our gratitude to the Scientific and Technical Research Council of Turkey (TUBITAK) (No: 115Z079) for financial support.
dc.identifier.doi10.1016/j.optmat.2019.01.072
dc.identifier.endpage459
dc.identifier.issn0925-3467
dc.identifier.issn1873-1252
dc.identifier.scopus2-s2.0-85061545074
dc.identifier.scopusqualityQ1
dc.identifier.startpage452
dc.identifier.urihttps://doi.org/10.1016/j.optmat.2019.01.072
dc.identifier.urihttps://hdl.handle.net/11486/6269
dc.identifier.volume89
dc.identifier.wosWOS:000465509800064
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier Science Bv
dc.relation.ispartofOptical Materials
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WOS_20250323
dc.subjectFerrocene derivatives
dc.subjectE-Z stereoisomerism
dc.subjectFilm coating
dc.subjectOptical conductivity
dc.subjectDFT
dc.titleCombined experimental and theoretical study of the novel ferrocene derivatives and examining the effect of E-Z stereoisomerism on their optical properties
dc.typeArticle

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