Synthesis of New Cu(II)-Chelating Ligand Amphiphiles and their Esterolytic Properties in Cationic Micelles

Bhattacharya, Santanu and Snehalatha, Karnam and Kumar, Praveen V (2003) Synthesis of New Cu(II)-Chelating Ligand Amphiphiles and their Esterolytic Properties in Cationic Micelles. In: Journal of Organic Chemistry, 68 (7). pp. 2741-2747.

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Abstract

Four new tetradentate 2,6-disubstituted pyridine and tridentate 2-substituted pyridine ligands were synthesized. Two of these compounds possessed a metal ion binding subunit in the form of a 2,6-disubstituted-4-N,N'-dimethylamine pyridine moiety. $Cu^{2+}$-complexes of these ligands incorporated in cetyltrimethylammonium bromide (CTABr) micelles speeded the cleavage of p-nitrophenyldiphenyl phosphate and p-nitrophenyl hexanoate at pH 7.6. On the basis of a kinetic version of Job plot analysis, a 1:1 ligand/$Cu^{2+}$ stoichiometry was found to be the most active species. In CTABr micelles, the $pK_a$ values for the $Cu^{2+}$-coordinated hydroxyl or pendant -$CH_2OH$ in these ligands were between 7.8 and 7.9. The metallomicellar systems displayed catalytic (turnover) behavior in the presence of excess substrates.

Item Type:	Journal Article
Publication:	Journal of Organic Chemistry
Publisher:	American Chemical Society(ACS)
Additional Information:	Copyright of this article belongs to American Chemical Society(ACS).
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	25 Sep 2007
Last Modified:	19 Sep 2010 04:39
URI:	http://eprints.iisc.ac.in/id/eprint/11881

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