Formation of exceptionally weak C-C bonds by metal-templated pinacol coupling
| Autor: | Folkertsma, Emma, Benthem, Sanne H., Witteman, Léon, Van Slagmaat, Christian A. M. R., Lutz, Martin, Klein Gebbink, Robertus J.m., Moret, Marc-etienne, Organic Chemistry and Catalysis, Crystal and Structural Chemistry, Sub Organic Chemistry and Catalysis, Sub Crystal and Structural Chemistry |
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| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
Ketone 010405 organic chemistry Chemistry Pinacol Ligand 010402 general chemistry Photochemistry 01 natural sciences Non-innocent ligand 0104 chemical sciences Ion Inorganic Chemistry Metal Coupling (electronics) chemistry.chemical_compound visual_art Taverne Polymer chemistry visual_art.visual_art_medium Redox active |
| Zdroj: | Dalton Transactions, 46(19), 6177. Royal Society of Chemistry |
| ISSN: | 1477-9234 1477-9226 |
| Popis: | The ability of the bis(imidazolyl)ketone ligand BMdiPhIK (bis(1-methyl-4,5-diphenylimidazolyl)ketone) to function as a redox active ligand has been investigated. The reduction of [M(BMdiPhIK)Cl2] (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(BMdiPhIK)Cl2] complexes, showing the reversibility of the coupling process. This makes it a potentially interesting approach for the storage of electrons and application of the BMdiPhIK ligand as a redox active ligand. Graphical abstract: Formation of exceptionally weak C–C bonds by metal-templated pinacol coupling |
| Databáze: | OpenAIRE |
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