Binding of carboxylic ligands by protonated amines
- 1 January 1996
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Faraday Transactions
- Vol. 92 (21) , 4219-4226
- https://doi.org/10.1039/ft9969204219
Abstract
The formation and stability of some mixed proton complexes ApLqHr(A = triethylenetetramine, tetraethylenepentamine or pentaethylenehexamine; L = acetate, malonate, citrate, propane-1,2,3-tricarboxylate or butane-1,2,3,4-tetracarboxylate), was studied in aqueous solution at T= 25 °C. It was been found, for all the systems, the formation of different species with p= 1, q= 1…3 and r= 1…(n+m– 1)(n and m are the maximum degrees of protonation for the two ligands). In addition, also the following species were found: for A = tetraethylenepentamine and L = malonate, AL2Hr(r= 4,5,6); for A = pentaethylenehexamine and L = acetate, AL2Hr(r= 5,6) and AL3H6; for A = pentaethylenehexamine and L = malonate, AL2H7. The stability of these species is generally quite high and follows the trends triethylenetetramine < tetraethylenepentamine < pentaethylenehexamine, and acetate < malonate < citrate ≈ propane-1,2,3-tricarboxylate < butane-1,2,3,4-tetracarboxylate. Some proton–amine–carboxylic ligand complexes, previously reported, follow a similar trend. The charges of the ligands involved in the complexation reactions play a fundamental role in the stability of the species, and some linear relationships are reported.Keywords
This publication has 18 references indexed in Scilit:
- Formation and stability of pyrophosphate complexes with aliphatic amines in aqueous solutionTalanta, 1996
- Quantitative study of the interactions of ATP with amines and amino acidsJournal of the Chemical Society, Faraday Transactions, 1996
- Formation and stability of proton-amine-inorganic anion complexes in aqueous solutionJournal of Solution Chemistry, 1995
- Mixed aminocarboxylic ligand complexesJournal of the Chemical Society, Faraday Transactions, 1995
- Salt effects on the protonation and on alkali and alkaline earth metal complex formation of 1,2,3-propanetricarboxylate in aqueous solutionTalanta, 1994
- Linear free energy relationships and pairwise interactions in supramolecular chemistryChemical Society Reviews, 1994
- Salt effects on the protonation of diethylenetriamine: a complex formation modelThermochimica Acta, 1992
- Ionic-strength dependence of formation constants—XII A model for the effect of background on the protonation constants of amines and amino-acidsTalanta, 1989
- Anion Coreceptor Molecules. Linear Molecular Recognition in the Selective Binding of Dicarboxylate Substrates by Ditopic Polyammonium MacrocyclesHelvetica Chimica Acta, 1986
- Macromonocyclic polyamines as specific receptors for tricarboxylate-cycle anionsJournal of the American Chemical Society, 1981