The palladium(II) promoted hydrolysis of methyl, ethyl and isopropyl glycylglycylglycinate

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 deprot...

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Bibliographic Details
Published inInorganica Chimica Acta Vol. 123; no. 1; pp. 47 - 51
Main Authors Hay, Robert W., Pujari, Mahesh P.
Format Journal Article
LanguageEnglish
Published Lausanne Elsevier B.V 1986
Elsevier Science
Subjects
Chemistry
Exact sciences and technology
Kinetics and mechanisms
Organic chemistry
Reactivity and mechanisms
Catalytic reaction
Temperature
Palladium II Complexes
Tripeptide
Activation parameter
Anionic complex
Hydrolysis
Aminoester
Medium effect
PH
Chloro complex
Rate constant
Thermodynamic properties
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Summary: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.
ISSN:0020-1693
1873-3255
DOI:10.1016/S0020-1693(00)81314-6