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 5 2020
Accepted
19 8 2020
First published
22 8 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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