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Australian Journal of Chemistry
  An international journal for chemical science
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Synthesis of Dianionic and Trianionic Chiral, Chelating Ligands Based on Amino Acids

Madeleine Schultz A C, Jakov Kulis B, Julie Murison B and Genevieve W. Andrews A

A School of Physical and Chemical Sciences, Queensland University of Technology, Brisbane, Qld 4001, Australia.
B School of Molecular and Microbial Sciences, University of Queensland, St Lucia, Qld 4072, Australia.
C Corresponding author. Email: madeleine.schultz@qut.edu.au


Abstract

The synthesis of two new families of amino acid-containing chiral ligands, based on methyliminodiacetic acid and nitrilotriacetic acid cores, has been accomplished using a simple protection, solution-phase amide coupling, and deprotection strategy. The amino acids glycine, leucine, aspartic acid, and phenylalanine were used to demonstrate the versatility of the synthetic route, and that no epimerization occurs. The tridentate ligands bear C3 symmetry, whereas the bidentate ligands have C1 symmetry.

Australian Journal of Chemistry 61(4) 297–302    doi:10.1071/CH07430
Submitted: 13 December 2007    Accepted: 17 March 2008    Published: 24 April 2008





   
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