Issue 78, 2020

A heterogeneous bio-inspired peroxide shunt for catalytic oxidation of organic molecules

Abstract

Heme enzymes are capable of catalytically oxidising organic substrates using peroxide via the formation of a high-valent intermediate. Iron porphyrins with three different axial ligands are created on self-assembled monolayer-modified gold electrodes, which can oxidize C–H bonds and epoxidize alkenes efficiently. The kinetic isotope effects suggest that the hydrogen atom transfer reaction by a highly reactive oxidant is likely to be the rate-determining step. Effect of different axial ligands and different secondary structures of the iron porphyrin confirms that the thiolate axial ligand with a hydrophobic distal pocket is the most efficient for this oxidation chemistry.

Graphical abstract: A heterogeneous bio-inspired peroxide shunt for catalytic oxidation of organic molecules

Supplementary files

Article information

Article type
Communication
Submitted
18 mai 2020
Accepted
19 ago 2020
First published
22 ago 2020

Chem. Commun., 2020,56, 11593-11596

A heterogeneous bio-inspired peroxide shunt for catalytic oxidation of organic molecules

M. Mukherjee and A. Dey, Chem. Commun., 2020, 56, 11593 DOI: 10.1039/D0CC03468A

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