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The treatment of an overcrowded diaryldilithiogermane, Tbt(Dip)GeLi 2 (Tbt = 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl; Dip = 2,6-diisopropylphenyl), generated by exhaustive reduction of the corresponding dibromogermane Tbt(Dip)GeBr 2, with 1,2-dibromobenzene resulted in the isolation of the first stable germacyclopropabenzene, which was fully characterized by 1 H and 13 C NMR spectra, FAB-MS, and X-ray structural analysis. As for the ring deformation of cyclopropabenzene and its heavier group 14 element analogues, the experimental results are in good agreement with those obtained by theoretical calculations.
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Tokitoh et al. (2002) studied this question.
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