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Issue 17, 2012
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Interplay between an elusive 4-(isopropylamino)imidazol-2-ylidene and its isolable mesoionic tautomer, and associated reactivities

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Abstract

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 4eoxidation of its backbone to yield an amido–amidino-carbene, a weak electron donor viable only in its complexed form.

Graphical abstract: Interplay between an elusive 4-(isopropylamino)imidazol-2-ylidene and its isolable mesoionic tautomer, and associated reactivities

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Publication details

The article was received on 16 Dec 2011, accepted on 06 Jan 2012 and first published on 10 Jan 2012


Article type: Communication
DOI: 10.1039/C2CC17870B
Citation: Chem. Commun., 2012,48, 2349-2351
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    Interplay between an elusive 4-(isopropylamino)imidazol-2-ylidene and its isolable mesoionic tautomer, and associated reactivities

    V. César, J. Tourneux, N. Vujkovic, R. Brousses, N. Lugan and G. Lavigne, Chem. Commun., 2012, 48, 2349
    DOI: 10.1039/C2CC17870B

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