Iron and Single Electron Transfer: All is in the Ligand

This account describes some advances we have made in the field of iron catalysis. Two types of reactivity have been uncovered. Based on the use of an iron(II) precatalyst in the presence of NaBH4, the first one consists in a SET which can be useful for the reductive dehalogenation of iodide and brom...

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Bibliographic Details
Published in:Israel journal of chemistry 2017-12, Vol.57 (12), p.1160-1169
Main Authors: Desage‐El Murr, Marine, Fensterbank, Louis, Ollivier, Cyril
Format: Article
Language:English
Subjects:
Catalysis
Chemical Sciences
C−H Activation
C−X Activation
Derivatives
Electron density
Electron transfer
Electrons
Hydrogen bonds
Iron
Iron Hydride
Ligands
Redox Ligand
Single Electron Transfer
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Summary:This account describes some advances we have made in the field of iron catalysis. Two types of reactivity have been uncovered. Based on the use of an iron(II) precatalyst in the presence of NaBH4, the first one consists in a SET which can be useful for the reductive dehalogenation of iodide and bromide derivatives. Switching to the non‐innocent bis‐iminopyridine ligands promotes a previously undescribed Csp2−H activation reaction leading to biaryl derivatives. First clues into the intricate nature of the mechanism were obtained and suggested that the redox‐active bis‐iminopyridine ligand acts as an electron reservoir. The resulting buildup of electron density triggers the C−H bond breaking. All these findings are discussed in light of the existing literature and perspectives are given.
ISSN:0021-2148
1869-5868
DOI:10.1002/ijch.201700061