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The 1,1′-diaminoferrocene derivatives [Fe( η  5 -C 5 H 4 –NHAd) 2 ] (Ad=2-adamantyl) and [Fe( η  5 -C 5 H 4 –NH t Bu) 2 ] were investigated in terms of their suitability for the synthesis of N-heterocyclic tetrylenes of the type [{Fe( η  5 -C 5 H 4 –NR) 2 }E] (E=Ge, Sn). The synthesis of these target compounds was easily achieved with R= t Bu, but failed with R=Ad. In the latter case, the stannylene was not sufficiently stable for isolation and decomposed to the aminoiminoferrocene derivative [Fe( η  5 -C 5 H 4 –NHAd)( η  5 -C 5 H 4 –N=Ad′)] (Ad′=adamant-2-ylidene). Attempts to synthesise [{Fe( η  5 -C 5 H 4 –NAd) 2 }Ge] afforded intractable material, from which the unusual compound [ μ  2 -{Fe( η  5 -C 5 H 4 –NAd) 2 }Ge 2 ( μ  3 -O)(GeCl 2 )] was obtained by serendipity. It contains GeO, stabilised by adduct formation with GeCl 2  and the target germylene. [Fe( η  5 -C 5 H 4 –NH t Bu) 2 ], [Fe( η  5 -C 5 H 4 –NHAd) 2 ], [Fe( η  5 -C 5 H 4 –NHAd)( η  5 -C 5 H 4 –N=Ad′)], [ μ  2 -{Fe( η  5 -C 5 H 4 –NAd) 2 }Ge 2 ( μ  3 -O)(GeCl 2 )] and [{Fe( η  5 -C 5 H 4 –N t Bu) 2 }E] (E=Ge, Sn) were structurally characterised by single-crystal X-ray diffraction.

N-Heterocyclic germylenes and stannylenes of the type [Fe{( η 5 -C 5 H 4 )NR} 2 E] with bulky alkyl substituents