Back to Search
Start Over
Synthesis of new Cu(II)-chelating ligand amphiphiles and their esterolytic properties in cationic micelles.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2003 Apr 04; Vol. 68 (7), pp. 2741-7. - Publication Year :
- 2003
-
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.
Details
- Language :
- English
- ISSN :
- 0022-3263
- Volume :
- 68
- Issue :
- 7
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 12662046
- Full Text :
- https://doi.org/10.1021/jo026323q