Abstract
Mono- and di-(N-ferrocenyl-2-pyridone)-containing BODIPYs were prepared using a set of ferrocene-enamine cyclization reactions. The target compounds were characterized by UV-Vis, NMR, and mass spectrometry, while their redox properties were probed by the electrochemical, spectroelectrochemical, and chemical oxidation methods. Redox properties of the di-(ferrocenyl)-containing BODIPY are suggestive of a lack of electronic coupling between the two ferrocene groups. Oxidation of the ferrocene(s) in the target BODIPYs results in their observable fluorescence, while transient absorption spectroscopy data indicate fast electron-transfer from ferrocene donor to the photoexcited BODIPY acceptor. Density functional theory (DFT) and time-dependent DFT (TDDFT) methods were used to elucidate electronic structures of the organometallic BODIPYs and confirm the presence of the low-energy metal-to-ligand charge-transfer states in the NIR region.
Original language | English (US) |
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Pages (from-to) | 318-324 |
Number of pages | 7 |
Journal | European Journal of Inorganic Chemistry |
Volume | 2017 |
Issue number | 2 |
DOIs | |
State | Published - Jan 10 2017 |
Bibliographical note
Publisher Copyright:© 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Keywords
- Density functional calculations
- Donor–acceptor systems
- Electron transfer
- Photophysics
- UV/Vis spectroscopy