A bidentate ligand containing a carboxylic acid group and an amine group can form an amino acid mimic when bound to a metal center. When this ligand is attached to the Re(CO)<sub>3</sub>X unit, the molecule attains a chiral center at the rhenium atom. The halogen atom can be replaced by a desired side chain group. This molecule can thus be considered as an isostere of an amino acid. This amino acid analog can be resolved into pure enantiomers and utilized further to make peptides by solid phase peptide synthesis. The current ligand system, 5'-amino-[2,2'-bipyridine]-5-carboxylic acid, has been synthesized and reacted with Re(CO)<sub>5</sub>X (X = Cl and Br). The Re complexes were successfully synthesized and fully characterized.

Rhenium based isostere of an amino acid

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

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