Preparation, Characterization, Redox, and Photoinduced Electron‐Transfer Properties of the NIR‐Absorbing N‐Ferrocenyl‐2‐pyridone BODIPYs. Issue 2 (29th August 2016)

• Record Type: Journal Article
• Authors: Zatsikha, Yuriy V.; Didukh, Natalia O.; Blesener, Tanner; Kayser, Mathew P.; Kovtun, Yuriy P.; Blank, David A.; Nemykin, Victor N.
• Other Names: Štěpnička Petr guestEditor.
• Is Part Of: European journal of inorganic chemistry. Issue 2(2017)
• Page Start: 318
• Page End: 324
• Publication Date: 2016-08-29
• Subjects: Electron transfer -- Donor–acceptor systems -- Photophysics -- UV/Vis spectroscopy -- Density functional calculations; Chemistry, Inorganic -- Periodicals; Organometallic chemistry -- Periodicals; Bioinorganic chemistry -- Periodicals; Solid state chemistry -- Periodicals; 546
• DOI: 10.1002/ejic.201600855
• Languages: English
• ISSNs: 1434-1948

Abstract

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. Abstract : Mono‐ and di‐( N ‐ferrocenyl‐2‐pyridone)‐containing BODIPYs were prepared and characterized by a variety of spectroscopic, electrochemical, spectroelectrochemical, and theoretical methods