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Pyrrolinium-substituted Persistent Zwitterionic Ferrocenate Derivative Enabling the Application of Ferrocene Anolyte

Song, Hayoung and Kwon, Giyun and Citek, Cooper and Jeon, Seungwon and Kang, Kisuk and Lee, Eunsung (2021) Pyrrolinium-substituted Persistent Zwitterionic Ferrocenate Derivative Enabling the Application of Ferrocene Anolyte. . (Unpublished)

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Here, we report the imidazolium-/pyrrolinium-substituted persistent zwitterionic ferrocenate derivatives, which were characterized by electron paramagnetic resonance (EPR) and 57Fe Mössbauer spectroscopy. Additional theoretical studies on these zwitterionic ferrocenate derivatives clearly explain the origin of their thermal stability and the orbital interactions between iron and imidazolium-/pyrrolinium-substituted zwitterionic cyclopentadienyl ligand. Exploiting the facile Fe(II/I) redox chemistry, we successfully demonstrated that the ferrocene derivative can be applied as an example of derivatized ferrocene anolyte for redox-flow batteries. These zwitterionic ferrocenate derivatives will not only deepen our understanding of the intrinsic chemistry of ferrocenate but have the potential to open the way for the rational design of metallocenate derivatives for various applications.

Item Type:Report or Paper (Discussion Paper)
Related URLs:
URLURL TypeDescription Paper - version 3 Paper - version 2 Paper - version 1
Song, Hayoung0000-0002-9225-3528
Citek, Cooper0000-0001-9376-8200
Kang, Kisuk0000-0002-8696-1886
Lee, Eunsung0000-0002-1507-098X
Alternate Title:The First Isolable Low-valent Ferrocene Enabling the Application of Unprecedented Ferrocene Anolyte, Low-Valent Ferrocenes
Additional Information:The content is available under CC BY NC ND 4.0 License. The X-ray crystallography analysis with synchrotron radiation was performed at the Pohang Accelerator Laboratory (PLS-II BL2D SMC beamline). This work was supported by a National Research Foundation of Korea (NRF) grant funded by the Korean government [Ministry of Science, ICT and Future Planning (MSIP)] (No. NRF-2016H1A2A1907122 – Global Ph.D. Fellowship Program, NRF-2017M3D1A1039553, NRF-2018R1A4A1024713, and NRF-2019M1A2A2067940). We thank Prof. Jonas C. Peters for use of the Mössbauer spectroscopy and Dr. Ewa Pietrasiak for helpful discussions. The authors declare no competing financial interest.
Funding AgencyGrant Number
National Research Foundation of KoreaNRF-2016H1A2A1907122
National Research Foundation of KoreaNRF-2017M3D1A1039553
National Research Foundation of KoreaNRF-2018R1A4A1024713
National Research Foundation of KoreaNRF-2019M1A2A2067940
Subject Keywords:Metallocene; Low-valent complex; Cyclopentadienyl ligands; N-heterocyclic carbene; Redox-flow battery
Record Number:CaltechAUTHORS:20210713-214314626
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Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:109795
Deposited By: Tony Diaz
Deposited On:13 Jul 2021 22:00
Last Modified:13 Jul 2021 22:00

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