TY - JOUR
T1 - Hexameric chiral α-amino lithium alkoxides
T2 - A solid-state and theoretical structural investigation
AU - Armstrong, David R.
AU - Davies, Robert P.
AU - Raithby, Paul R.
AU - Snaith, Ronald
AU - Wheatley, Andrew E.H.
PY - 1999
Y1 - 1999
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=0032801156&partnerID=8YFLogxK
U2 - 10.1039/a809942a
DO - 10.1039/a809942a
M3 - Article
AN - SCOPUS:0032801156
SN - 1144-0546
VL - 23
SP - 499
EP - 507
JO - New Journal of Chemistry
JF - New Journal of Chemistry
IS - 5
ER -