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Cover Feature: Mechanistic Insights into Fe Catalyzed α‐C−H Oxidations of Tertiary Amines (ChemCatChem 1/2021)
Author(s) -
Legacy Christopher J.,
Hope Taylor O.,
Gagné Yohann,
Greenaway Frederick T.,
Frenette Mathieu,
Emmert Marion H.
Publication year - 2021
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.202001862
Subject(s) - chemistry , catalysis , amide , oxidizing agent , kinetic isotope effect , intramolecular force , ligand (biochemistry) , reaction mechanism , photochemistry , organic chemistry , deuterium , biochemistry , physics , receptor , quantum mechanics
The Cover Feature shows cast iron catalysis: Trialkyl amines cooked with the right recipe will take the oxygen from water to form the corresponding trialkyl amide. This transformation is iron‐catalyzed with a peroxyester acting as the oxidizing agent, picolinate as a ligand and pyridine as the solvent. In their Full Paper, C. J. Legacy et al. present mechanistic studies including initial rate kinetics, Eyring studies, kinetic isotope effects, a Hammett plot, reaction kinetic profile, oxidant probe study, EPR characterization of the iron site and DFT studies. Taken together, the data suggests a rate limiting step where an intramolecular α‐C−H abstraction occurs on the amine bound to an Fe(IV)‐oxo species. Tasty! More information can be found in the Full Paper by C. J. Legacy et al.