Synthesis, spectroscopic (UV-vis and GIAO NMR), crystallographic and theoretical studies of triazine heterocyclic derivatives

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dc.authoridKhan, Salman Ahmad/0000-0002-3892-2241
dc.authoridERSANLI, CEM CUNEYT/0000-0002-8113-5091
dc.authoridSahin, Onur/0000-0003-3765-3235
dc.authoridAl-Harbi, Laila/0000-0002-5227-2273
dc.authoridAsiri, Abdullah/0000-0001-7905-3209
dc.contributor.authorKhan, Salman A.
dc.contributor.authorObaid, Abdullah Y.
dc.contributor.authorAl-Harbi, Laila M.
dc.contributor.authorArshad, Muhammad Nadeem
dc.contributor.authorSahin, Onur
dc.contributor.authorErsanli, Cem Cuneyt
dc.contributor.authorAbdel-Rehman, R. M.
dc.date.accessioned2025-03-23T19:40:48Z
dc.date.available2025-03-23T19:40:48Z
dc.date.issued2015
dc.departmentSinop Üniversitesi
dc.description.abstractThis work presents the synthesis and characterization of triazine heterocyclic derivatives. The spectroscopic properties like nuclear magnetic resonance [NMR, (H-1 and C-13)] were recorded in CDCl3 solution and Ultraviolet-Visible (UV-vis) absorption spectrums of compounds, 5,6-diphenyl-[1,2,4]triazin-3-yla mine (1), (5,6-diphenyl-[1,2,4]triazin-3-yl)-hydrazine (2) and 5,6-dipheny1-4H-[1,2,41 triazine-3-thione (3), were recorded in the range of 200-800 nm, using chloroform as base solvent. Molecular geometry of compounds with triazine heterocyclic derivative in the ground state have been calculated using the density functional theory (DFT) with 6-31G(d,p) basis set and compared with the X-ray experimental data. The calculated results show that the optimized geometry can well reproduce the crystal structures. Total static dipole moment (mu), the average linear polarizability (alpha) and the first hyperpolarizability (beta) values of the investigated molecules have been computed using the same methods. The energetic behavior of compounds in solvent media has been examined using B3LYP method with the 6-31G(d,p) basis set by applying the polarizable continuum model (PCM). The total energy of compounds decreases with increasing polarity of the solvent. Frontier molecular orbitals and the molecular electrostatic potential (MEP), H-1 NMR, and C-13 NMR of three triazine derivatives were investigated using theoretical calculations. The linear polarizabilities and first hyperpolarizabilities of the studied molecules indicate that the compounds 1-3 can be used as a good nonlinear optical material (NLO). Isotropic chemical shifts were calculated using the gauge-invariant atomic orbital (GIAO) method. Comparison of the NMR chemical shifts, absorption wavelengths with the experimental values revealed that DFT and time dependent-density functional theory (TD-DFT) method produce generally closer to good results. (C) 2015 Elsevier B.V. All rights reserved.
dc.description.sponsorshipDeanship of Scientific Research (DSR), King Abdulaziz University [50-3-1432/HiCi]; DSR
dc.description.sponsorshipThis paper was funded by the Deanship of Scientific Research (DSR), King Abdulaziz University, under Grant No. (50-3-1432/HiCi). The authors, therefore, acknowledge with thanks DSR technical and financial support.
dc.identifier.doi10.1016/j.molstruc.2015.04.036
dc.identifier.endpage37
dc.identifier.issn0022-2860
dc.identifier.issn1872-8014
dc.identifier.scopus2-s2.0-84929164466
dc.identifier.scopusqualityQ1
dc.identifier.startpage29
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2015.04.036
dc.identifier.urihttps://hdl.handle.net/11486/6415
dc.identifier.volume1096
dc.identifier.wosWOS:000356550000004
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier
dc.relation.ispartofJournal of Molecular Structure
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.snmzKA_WOS_20250323
dc.subject1,2,4-Triazine
dc.subjectCrystal structure
dc.subjectDFT
dc.subjectNon-linear optical properties
dc.subjectHOMO-LUMO
dc.subjectMEP
dc.titleSynthesis, spectroscopic (UV-vis and GIAO NMR), crystallographic and theoretical studies of triazine heterocyclic derivatives
dc.typeArticle

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