Symmetrical (C2v) double bridging, commonly exhibited by 1,4-dilithium compounds e.g. in (1) and (2), is not favoured in (4) and (5) since charge deloclization in the dianion, hybridization, and orbital orientation effects are more important than quadrupole-like electrostatic interactions (3).
P. von Ragué Schleyer, A. J. Kos, D. Wilhelm, T. Clark, G. Boche, G. Decher, H. Etzrodt, H. Dietrich and W. Mahdi, J. Chem. Soc., Chem. Commun., 1984, 1495 DOI: 10.1039/C39840001495
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