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A facile synthesis of a highly preorganized tripodal enterobactine-type ligand  1a -H 3  consisting of a chiral  C  3 -symmetric macrocyclic peptide and three tridentate 2-amido-8-hydroxyquinoline coordinating units is presented. Complex formation with various metal ions (Al 3+ , Ga 3+ , Fe 3+ , La 3+  and Eu 3+ ) was investigated by spectrophotometric methods. Only in the case of La 3+  and Eu 3+  were well defined 1 : 1 complexes formed. On the basis of CD spectroscopy and DFT calculations the configuration at the metal centre of the La 3+  complex was determined to show  Λ  helicity. The coordination compounds [( 1a )Ln] presented should be prototypes for further lanthanide(III) complexes with an enterobactine analogue binding situation.

An enantiomerically pure siderophore type ligand for the diastereoselective 1 : 1 complexation of lanthanide(III) ions