What question did this study set out to answer?

The aim is to explore the oxidation reactivity differences of a meso-chloro-isoporphyrin-iron(III) complex.

May 14, 2026Open Access

Bifurcating oxidation reactivity of a meso-chloro-isoporphyrin-iron(III)-dichloride complex

RGRobert GerickeTrinity College Dublin AMAidan R. McDonaldTrinity College Dublin

Key Points

The aim is to explore the oxidation reactivity differences of a meso-chloro-isoporphyrin-iron(III) complex.
Investigated the reaction of [Fe(Cl)2(T(OMe)PP-Cl)] with substituted phenols and hydrocarbons.
Analyzed entropy of activation to determine the nature of the hydrogen atom transfer (HAT) mechanism.
[Fe(Cl)2(T(OMe)PP-Cl)] showed metal-mediated HAT for phenol oxidation with typical entropy values.
For hydrocarbons, the HAT mechanism indicated an organic radical-mediated pathway, highlighting the reactivity dichotomy.

Abstract

The reactivity of Fe(Cl) 2 (T(OMe)PP-Cl) (T(OMe)PP = meso -tetra(4-methoxy-phenyl)porphyrinyl) towards a series of substituted phenols was investigated. The oxidation reaction proceeded via a hydrogen atom transfer (HAT) mechanism where Fe(Cl) 2 (T(OMe)PP-Cl) displayed entropy of activation values typical of a metal-mediated HAT. In contrast, for hydrocarbon oxidation the entropy of activation indicated an organic radical-mediated HAT reaction, we address this dichotomy. • The reactivity of Fe(Cl) 2 (T(OMe)PP-Cl) (T(OMe)PP = meso -tetra(4-methoxy-phenyl)porphyrinyl) towards a series of substituted phenols was investigated. The oxidation reaction proceeded via a hydrogen atom transfer (HAT) mechanism where Fe(Cl) 2 (T(OMe)PP-Cl) displayed entropy of activation values typical of a metal-mediated HAT. In contrast, for hydrocarbon oxidation the entropy of activation indicated an organic radical-mediated HAT reaction, we address this dichotomy.

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