Interplay between an elusive 4-(isopropylamino)imidazol-2-ylidene and its isolable mesoionic tautomer, and associated reactivities
2012
César, Vincent | Tourneux, Jean-Christophe | Vujkovic, Nadia | Brousses, Rémy | Lugan, Noël | Lavigne, Guy
An elusive free 4-(isopropylamino)imidazol-2-ylidene is engaged in a tautomeric equilibrium with its mesoionic tautomer, 4-(isopropylamido)imidazolium, which displays the typical reactivity of a cyclic diaminocarbene; once coordinated to a Rh(i) centre, it undergoes a smooth 4e⁻ oxidation of its backbone to yield an amido–amidino-carbene, a weak electron donor viable only in its complexed form.
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