Abstract

The palladium(II) promoted hydrolysis of the ester function of methyl, ethyl and isopropyl glycylglycylglycinate has been studied in detail in the pH range 4–5. The tripeptide esters interact with [PdCl 4] 2− at a 1:1 metal-to-ligand ratio to give the complex I in which the α-amino group, two deprotonated amide nitrogen atoms and the alkoxy carbonyl group of the ester act as donors. Rate constants have been determined for hydrolysis of the ester function by water and hydroxide ion and activation parameters obtained for the hydrolysis of the methyl ester. At 25 °C base hydrolysis of the coordinated ester is 10 6 fold that of the free ester ligand. Mechanisms for the reactions are considered.

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