Abstract
Protonation of (2-(dimethylamino)ethyl)cyclopentadienyl (CpN) group VI metal carbonyl anions with acetic acid proceeds at the amine to provide zwitterionic (2-(dimethylammonium)ethyl)cyclopentadienyltricarbonylmetalates, M(CO)3(η5-CpNH) (M = Cr (1), Mo (2), W (3)). Few zwitterionic organometalates with anionic metal centers and positive charges that cannot be delocalized have been reported to date. The impact of the intramolecular charge separation on the structures and reactivity of zwitterionic organometalates is of current interest. The M(CO)3 units of structurally characterized 1−3 are significantly perturbed in solution and the solid state due to ion-pairing between the pendant ammonium cation and anionic metal center. The concentration and solvent dependence of the 1H NMR ammonium hydrogen chemical shifts of 1−3 and the intramolecular N···M separations of these zwitterions in the solid state are consistent with three-center−four-electron N−H···M hydrogen bonding. One other hydrogen bond with a zerov...
Published Version
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