Publication: Electron-Donating and Electron-Withdrawing Subunit Effects on Coumarin-BODIPY Dyads: Optical and Electrochemical Properties and Molecular Interactions
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Date
2023-01-01
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Abstract
In this study, a series of coumarin-BODIPY molecules were synthesized using a Sonogashira cross-linking reaction. The effects of electron withdrawing and electron donating moieties on electrochemical and optical properties were supported by results of density functional theory calculations, and energy transfer mechanisms were investigated. The band gap value decreased from 2.0 eV to 1.6 eV due to reversible oxidation of the extra dimethylamino subunit at lower potential. Besides, characteristics of the crystal structures were investigated with single-crystal X-ray diffraction, and crystallinity was supported by differential scanning calorimetry. In addition, when the thin film surface morphologies were examined, it was clearly observed that the N,N-dimethylamino group on the coumarin-BODIPY dyad (B3) formed large-scale domains due to its crystalline behavior. As a result, Förster-type energy transfer was observed for coumarin-BODIPY dyads containing different electron withdrawing and donating subunits.
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Kimya, Analitik Kimya, Biyokimya, Biyoinorganik Kimya, Fizikokimya, Temel Bilimler, Chemistry, Analytical Chemistry, Biochemistry, Bioinorganic Chemistry, Physical Chemistry, Natural Sciences, Temel Bilimler (SCI), KİMYA, ANALİTİK, KİMYA, FİZİKSEL, KİMYA, ORGANİK, Natural Sciences (SCI), CHEMISTRY, CHEMISTRY, ANALYTICAL, CHEMISTRY, PHYSICAL, CHEMISTRY, ORGANIC, Fizik Bilimleri, Fiziksel ve Teorik Kimya, Organik Kimya, Physical Sciences, Physical and Theoretical Chemistry, Organic Chemistry, BODIPY, cross-coupling, density functional calculations, electrochemistry, energy transfer, X-ray diffraction, RESONANCE ENERGY-TRANSFER, FRET, VERSATILE, RED
Citation
Köksoy B., ÖZDEMİR M., ALTINIŞIK S., Zorlu Y., YALÇIN B., Durmuş M., KOYUNCU S., "Electron-Donating and Electron-Withdrawing Subunit Effects on Coumarin-BODIPY Dyads: Optical and Electrochemical Properties and Molecular Interactions", ChemPhotoChem, 2023