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Through‐Space Electrostatic Interactions Surpass Classical Through‐Bond Electronic Effects in Enhancing CO<sub>2</sub> Reduction Performance of Iron Porphyrins

Asma Khadhraoui, Philipp Gotico, Winfried Leibl, Zakaria Halime, Ally Aukauloo

2021ChemSusChem47 citationsDOIOpen Access PDF

Abstract

Abstract In his pioneering work to unravel the catalytic power of enzymes, Warshel has pertinently validated that electrostatic interactions play a major role in the activation of substrates. Implementing such chemical artifice in molecular catalysts may help improve their catalytic properties. In this study, a series of tetra‐, di‐, and mono‐substituted iron porphyrins with cationic imidazolium groups were designed. Their presence in the second coordination sphere helped stabilize the [Fe−CO 2 ] intermediate through electrostatic interactions. It was found herein that the electrocatalytic overpotential is a function of the number of embarked imidazolium. Importantly, a gain of six orders of magnitude in turnover frequencies was observed going from a tetra‐ to a mono‐substituted catalyst. Furthermore, the comparative study showed that catalytic performances trend of through‐space electrostatic interaction, a first topological effect reported for iron porphyrins, outperforms the classical through‐structure electronic effect.

Topics & Concepts

OverpotentialCatalysisCationic polymerizationChemistryElectrostaticsTetraComputational chemistryCombinatorial chemistryPhysical chemistryOrganic chemistryElectrochemistryElectrodeMedicinal chemistryCO2 Reduction Techniques and CatalystsCarbon dioxide utilization in catalysisIonic liquids properties and applications
Through‐Space Electrostatic Interactions Surpass Classical Through‐Bond Electronic Effects in Enhancing CO<sub>2</sub> Reduction Performance of Iron Porphyrins | Litcius