Formation of exceptionally weak C-C bonds by metal-templated pinacol coupling

The ability of the bis(imidazolyl)ketone ligand BM IK (bis(1-methyl-4,5-diphenylimidazolyl)ketone) to function as a redox active ligand has been investigated. The reduction of [M(BM IK)Cl ] (M = Fe and Zn) complexes resulted in a pinacol-type coupling to form dinuclear complexes featuring very weak...

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Bibliographic Details
Published in:Dalton transactions : an international journal of inorganic chemistry 2017-05, Vol.46 (19), p.6177-6182
Main Authors: Folkertsma, E, Benthem, S H, Witteman, L, van Slagmaat, C A M R, Lutz, M, Klein Gebbink, R J M, Moret, M-E
Format: Article
Language:English
Subjects:
Bonding strength
Carbon-carbon composites
Coupling
Elongation
Formations
Ligands
Reduction (metal working)
Zinc
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Summary:The ability of the bis(imidazolyl)ketone ligand BM IK (bis(1-methyl-4,5-diphenylimidazolyl)ketone) to function as a redox active ligand has been investigated. The reduction of [M(BM IK)Cl ] (M = Fe and Zn) complexes resulted in a pinacol-type coupling to form dinuclear complexes featuring very weak and abnormally elongated C-C bonds (1.729(5) and 1.708(3) Å for Fe and Zn, respectively). Oxidation of these complexes using ferrocenium in the presence of Cl ions regenerated the original [M(BM IK)Cl ] complexes, showing the reversibility of the coupling process. This makes it a potentially interesting approach for the storage of electrons and application of the BM IK ligand as a redox active ligand.
ISSN:1477-9226
1477-9234
DOI:10.1039/c7dt01130j