Design, Synthesis, and Chemical Characterization of Pyrene-Substituted BODIPY Dyes

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dc.authorid0000-0001-7939-5380
dc.contributor.authorKoksoy, Baybars
dc.date.accessioned2026-02-08T15:14:46Z
dc.date.available2026-02-08T15:14:46Z
dc.date.issued2025
dc.departmentBursa Teknik Üniversitesi
dc.description.abstractIn this study, novel di- and tetra-pyrenylated BODIPY (boron-dipyrromethene) dyes (Bdpy2 and Bdpy4) were synthesized via the Suzuki-Miyaura cross-coupling reaction, incorporating pyrene units at specific positions on the BODIPY core. Comprehensive structural characterization was achieved through FT-IR, UV-Vis, MALDI-mass spectrometry, and NMR techniques. The optical properties were extensively analyzed in different solvents, revealing Q-band absorption maxima at 531 nm for Bdpy2 and 533 nm for Bdpy4 in THF, along with red-shifted emission peaks due to increased pi-pi stacking interactions. Bdpy4 displayed a fluorescence quantum yield of 0.68 and a fluorescence lifetime of 3.88 ns, surpassing Bdpy2 ' s values of 0.61 and 3.44 ns, respectively. These improved values in Bdpy4 highlight the enhanced energy transfer efficiency provided by the additional pyrene groups. Theoretical TD-DFT calculations supported the experimental findings, indicating effective energy transfer from pyrene to the BODIPY core. These findings suggest that the high fluorescence efficiency and extended lifetimes of pyrenylated BODIPY derivatives make them promising candidates for optoelectronic applications, including bioimaging and energy harvesting.
dc.identifier.doi10.1002/cptc.202400365
dc.identifier.issn2367-0932
dc.identifier.issue4
dc.identifier.scopus2-s2.0-105002265008
dc.identifier.scopusqualityQ2
dc.identifier.urihttps://doi.org/10.1002/cptc.202400365
dc.identifier.urihttps://hdl.handle.net/20.500.12885/5419
dc.identifier.volume9
dc.identifier.wosWOS:001391491900001
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherWiley-V C H Verlag Gmbh
dc.relation.ispartofChemphotochem
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzWOS_KA_20260207
dc.subjectBODIPY
dc.subjectPyrene
dc.subjectFluorescence
dc.subjectEnergy Transfer
dc.subjectTD-DFT
dc.titleDesign, Synthesis, and Chemical Characterization of Pyrene-Substituted BODIPY Dyes
dc.typeArticle

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