Intramolecular Electrostatic Effects on O2, CO2, and Acetate Binding to a Cationic Iron Porphyrin
Abstract
Noncovalent electrostatic interactions are important in many biological and chemical reactions, especially those that involve charged intermediates. There has been a growing interest in using electrostatic ligand designs—placing charges in the second coordination sphere—to improve molecular reactivity, catalysis, and electrocatalysis. For instance, an iron porphyrin bearing four cationic ortho-trimethylanilinium groups, Fe(o-TMA), has been reported to be an exceptional electrocatalyst for both the carbon dioxide reduction reaction (CO2RR) and the oxygen reduction reaction (ORR). These reactions involve many different steps, and it is not evident which steps are affected by the four positive charges, or why. By comparing Fe(o-TMA) with the related iron-tetraphenylporphyrin, this work examines how covalently positioned charged groups affect substrate binding and other key pre-equilibria of both the ORR and CO2RR, specifically acetate, dioxygen, and carbon dioxide binding. This study is among the first to directly measure the effects of electrostatics on ligand-binding. The results show that adding electrostatic groups to a catalyst design often results in a complex interplay of multiple effects, including changes in pre-equilibria prior to substrate binding, combinations of through-space and inductive contributions, and effects of ionic strength and solution dielectric. The inverse half-order dependence of binding constant on ionic strength is proposed asmore »
- Authors:
-
[1];
[2];
[2];
[1]
- Yale Univ., New Haven, CT (United States)
- Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
- Publication Date:
- Research Org.:
- Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1734635
- Report Number(s):
- PNNL-SA-152562
Journal ID: ISSN 0020-1669
- Grant/Contract Number:
- AC05-76RL01830
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Inorganic Chemistry
- Additional Journal Information:
- Journal Volume: 59; Journal Issue: 23; Journal ID: ISSN 0020-1669
- Publisher:
- American Chemical Society (ACS)
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Redox reactions; electrostatics; ligands; pyrroles; organic compounds
Citation Formats
Martin, Daniel J., Johnson, Samantha I., Mercado, Brandon Q., Raugei, Simone, and Mayer, James M. Intramolecular Electrostatic Effects on O2, CO2, and Acetate Binding to a Cationic Iron Porphyrin. United States: N. p., 2020.
Web. doi:10.1021/acs.inorgchem.0c02703.
Martin, Daniel J., Johnson, Samantha I., Mercado, Brandon Q., Raugei, Simone, & Mayer, James M. Intramolecular Electrostatic Effects on O2, CO2, and Acetate Binding to a Cationic Iron Porphyrin. United States. https://doi.org/10.1021/acs.inorgchem.0c02703
Martin, Daniel J., Johnson, Samantha I., Mercado, Brandon Q., Raugei, Simone, and Mayer, James M. Tue .
"Intramolecular Electrostatic Effects on O2, CO2, and Acetate Binding to a Cationic Iron Porphyrin". United States. https://doi.org/10.1021/acs.inorgchem.0c02703. https://www.osti.gov/servlets/purl/1734635.
@article{osti_1734635,
title = {Intramolecular Electrostatic Effects on O2, CO2, and Acetate Binding to a Cationic Iron Porphyrin},
author = {Martin, Daniel J. and Johnson, Samantha I. and Mercado, Brandon Q. and Raugei, Simone and Mayer, James M.},
abstractNote = {Noncovalent electrostatic interactions are important in many biological and chemical reactions, especially those that involve charged intermediates. There has been a growing interest in using electrostatic ligand designs—placing charges in the second coordination sphere—to improve molecular reactivity, catalysis, and electrocatalysis. For instance, an iron porphyrin bearing four cationic ortho-trimethylanilinium groups, Fe(o-TMA), has been reported to be an exceptional electrocatalyst for both the carbon dioxide reduction reaction (CO2RR) and the oxygen reduction reaction (ORR). These reactions involve many different steps, and it is not evident which steps are affected by the four positive charges, or why. By comparing Fe(o-TMA) with the related iron-tetraphenylporphyrin, this work examines how covalently positioned charged groups affect substrate binding and other key pre-equilibria of both the ORR and CO2RR, specifically acetate, dioxygen, and carbon dioxide binding. This study is among the first to directly measure the effects of electrostatics on ligand-binding. The results show that adding electrostatic groups to a catalyst design often results in a complex interplay of multiple effects, including changes in pre-equilibria prior to substrate binding, combinations of through-space and inductive contributions, and effects of ionic strength and solution dielectric. The inverse half-order dependence of binding constant on ionic strength is proposed as a clear marker for an electrostatic effect. Overall, the conclusions provide guidance for the increasingly popular electrostatic ligand designs in catalysis and other reactivity.},
doi = {10.1021/acs.inorgchem.0c02703},
journal = {Inorganic Chemistry},
number = 23,
volume = 59,
place = {United States},
year = {Tue Nov 17 00:00:00 EST 2020},
month = {Tue Nov 17 00:00:00 EST 2020}
}
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