Delocalization in heterocycles: Reaction of hexaphenylstannole with excess lithium gives the dilithium stannole as deep-red crystals. The aromaticity of the dianion was examined by NMR spectroscopy, X-ray analysis (see picture), and calculations. The dianion has considerable aromatic character and is reported to be the first tin-containing carbocyclic aromatic compound.
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Saito et al. (2005) studied this question.
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