Structures and charge–discharge properties of spin-carrying ferrocene derivatives

• Published in: Tetrahedron letters Vol. 52; no. 49; pp. 6655 - 6658
• Main Authors: Fujiwara, Kazuya, Akutsu, Hiroki, Yamada, Jun-ichi, Satoh, Masaharu, Nakatsuji, Shin’ichi
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 07.12.2011; Elsevier
• Subjects: Applied sciences; Chemistry; Chemistry, Organic; Crystal structure; Derivatives; Direct energy conversion and energy accumulation; Discharge; Distortion; Electrical engineering. Electrical power engineering; Electrical power engineering; Electrochemical conversion: primary and secondary batteries, fuel cells; Electrochemistry; Electrode potentials; Exact sciences and technology; Ferrocene; Ferrocenes; Free radicals chemistry; General and physical chemistry; Heterocyclic compounds; Heterocyclic compounds with only one n hetero atom and condensed derivatives; Magnetic property; Molecular structure; Nitroxide radical; Organic chemistry; Physical Sciences; Preparations and properties; Radicals; Reactivity and mechanisms; Redox property; Science & Technology; Secondary battery; Tetrahedrons; Magnetic property; Secondary battery; Redox property; Nitroxide radical; Ferrocene; Crystal structure; RADICALS; BATTERIES; Nitroxyl; Molecular structure; Distortion; Imine; Metallocene; Iron Organic compounds; Oxidation potential; Organic free radical; Battery; Electrochemistry; Redox system; Chemical synthesis; Magnetic properties; Crystalline structure
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2011.10.059

Ferrocene derivatives carrying TEMPO radical exhibited unique battery properties based on redox-active ferrocene and TEMPO units together with inherent magnetic properties. Several ferrocene derivatives (1–6) carrying nitroxide radical were prepared as dual redox compounds. They have distorted molecular structures and exhibit oxidation potentials based on both ferrocene and nitroxide groups except 4. The multi-step charge–discharge processes are discriminated for mono-substituted derivatives with the first discharge capacity up to 400Ahkg−1 for imino-derivative 3, while relatively characterless profiles are observed for bis-substituted derivatives 4 and 6 with capacity over 300Ahkg−1.