The nucleophilic reagents lithium N-methylpiperazide, 1-Li, and lithium N,N,N'-trimethylethylenediamide, 2-Li, react with 1 equiv. of 4- methoxybenzaldehyde and 2-methylbenzaldehyde respectively to afford the corresponding chiral α-amino lithium alkoxides, (3)6 · 2PhMe · THF and (4)6 · 2PhMe, which are hexamers in the solid state. Stabilisation of the metal centres is assisted by dative coordination of the dialkylamine α-N- centres. While for (3)6 · 2PhMe. THF this is rationalised in terms of steric constraints imposed by the employment of a heterocyclic dialkylamine, for (4)6 · 2PhMe it contrasts starkly with previously observed structural analogues. Ab initio MO calculations are employed to investigate the relationship between structure and ligand chirality.
ASJC Scopus subject areas
- Materials Chemistry