Synthesis of Dianionic and Trianionic Chiral, Chelating Ligands Based on Amino Acids
Author(s) -
Madeleine Schultz,
Jakov Kulis,
Julie Murison,
Genevieve W. Andrews
Publication year - 2008
Publication title -
australian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.319
H-Index - 77
eISSN - 1445-0038
pISSN - 0004-9425
DOI - 10.1071/ch07430
Subject(s) - chemistry , nitrilotriacetic acid , amino acid , biocatalysis , denticity , stereochemistry , amide , epimer , chelation , aspartic acid , phenylalanine , combinatorial chemistry , catalysis , organic chemistry , crystal structure , reaction mechanism , biochemistry
The synthesis of two new families of amino acid-containing chiral ligands, based on\udmethyliminodiacetic 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 epimerisation occurs. Thus, the tridentate ligands bear C3 symmetry, while the bidentate ligands have C1 symmetry
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