title: Synthesis of new Cu(II)-chelating ligand amphiphiles and their esterolytic properties in cationic micelles.
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(2)OH in these ligands were between 7.8 and 7.9. The metallomicellar systems displayed catalytic (turnover) behavior in the presence of excess substrates.
authors.affiliation: Department of Organic Chemistry, Indian Institute of Science, Bangalore, India 560 012. sb@orgchem.iisc.ernet.in
authors.forename: Santanu
authors.initials: S
authors.lastname: Bhattacharya
authors.forename: Karnam
authors.initials: K
authors.lastname: Snehalatha
authors.forename: V Praveen
authors.initials: VP
authors.lastname: Kumar