Picoline and Toluene: A Comparison of Structural Properties and Relative Stabilities of Their Monolithiated Derivatives

in their heteroatom analogues, e.g., amides? is dominated by electrostatic interactions between the lithium cations and the anionic moieties. In general, structures and properties depend to a significant extent on the degree of aggregation and on the coordination of donor (solvent) molecules. In *-delocalized carbanions and in polylithium compounds, the lithium cations are often found in non-classical positions, that is “bridging” between centers of negative charge. MO calculations of Schleyer et