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Adelocalized metallacyclic system is present in the title compound (III) which is prepared by the l :l molar reaction of (I) and (II) with elimination of butadiene.

Die C ‐substituierten Methylenamido‐zirconocenchloride (III) entstehen als feuchtigkeitsempfindliche Festkörper durch Hydrozirconierung der Nitrile (II).

ChemInform Abstract (Butadiene)zirconocene (I) reacts with acetone azine (II) by CC coupling to give the seven-membered metallacyclic 1:1 adduct (III). In contrast, benzophenone azine (IV) reacts with (I) with liberation of butadiene to form the title compound (V). This product is also obtained upon irradiation of (VI) with (IV) or treatment of (VIII) with 2 equiv. (VII). The structure of (V) is determined by X-ray diffraction (space group C2/c, Z = 8). Both Zr=N=CPh2 units can be regarded as being of a heteroallene structural type, characterized by bisecting C=N and N=Zr π-bonding planes and near to sp-hybridized nitrogen centers. The solid-state structure shows a clear distinction of E-and Z-oriented phenyl substituents. NMR data indicate a rapid equilibration of these phenyl groups. This uncommon feature for heteroallene-type (alkylideneamido)metallocene complexes is discussed in terms of an intermediate situation between bent organic and linear inorganic Schiff base derivatives.