Hexameric chiral α-amino lithium alkoxides: A solid-state and theoretical structural investigation

David R. Armstrong, Robert P. Davies, Paul R. Raithby, Ronald Snaith, Andrew E.H. Wheatley

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)499-507
Number of pages9
JournalNew Journal of Chemistry
Volume23
Issue number5
DOIs
Publication statusPublished - 1999

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Materials Chemistry

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