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Título

Dearomatization of transition metal-coordinated N-heterocyclic ligands and related chemistry

AutorArévalo, Rebeca; Espinal Viguri, Maialen; Huertos, Miguel A.; Pérez, Julio ; Riera, Lucía
Palabras claveDearomatization
C–C coupling
Imidazole-2-yl ligand
Nitrogen-heterocyclic carbene
Modular synthesis
Nucleophilic attack to pyridine
Dihydropyridine ligands
Reactivity of coordinated bipy and phen
Fecha de publicación2016
EditorElsevier
CitaciónAdvances in Organometallic Chemistry 2: 47-114 (2016)
SerieAdvances in Organometallic Chemistry
65
Resumen2,2′-Bipyridine (bipy) and 1,10-phenanthroline (phen), employed for a long time in all areas of coordination chemistry, are archetypical auxiliary ligands that stabilize metal fragments but are not themselves the site of the reactivity. Several examples of dearomatization of one of the pyridine rings of coordinated bipy and phen are discussed, including one example of ring opening. The highly reactive species resulting from deprotonation of coordinated N-alkylimidazoles can result, besides of the mentioned dearomatization, in other intramolecular C–C coupling reactions involving monodentate pyridines, other N-alkylimidazoles, imine, nitrile, isonitrile, and carbonyl ligands. In some examples, the products of these couplings, and of those between two pyridines, can be oxidatively rearomatized, affording pyridylimidazoles and bipyridines. Similar reactions leading to C–C couplings have been demonstrated for deprotonation of dimethylsulfide and methylphosphane ligands. In some instances, the deprotonation of coordinated N-alkylimidazoles produces complexes with rare N-alkylimidazol-2-yl ligands. The protonation or alkylation of the nonsubstituted nitrogen of the latter affords coordinated N-heterocyclic carbenes.
Versión del editorhttp://dx.doi.org/10.1016/bs.adomc.2016.03.002
URIhttp://hdl.handle.net/10261/141334
DOI10.1016/bs.adomc.2016.03.002
ISBN978-0-12-804710-1
ISSN0065-3055
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