Catecholase activity investigation for pyridazinone- and thiopyridazinone-based ligands

Catecholase activity investigation for pyridazinone- and thiopyridazinone-based ligands A series of seven heterocyclic compounds based on pyridazinone and thiopyridazinone moieties: 5-(2-chlorobenzyl)-6-methylpyridazin-3-one L1; 5-[(2-chlorobenzyl)hydroxyl)methyl]6-methylpyridazin-3-one L2; 5-(2-chlorobenzyl)-2,6-dimethylpyridazin-3-one L3; 5-(2-chlorobenzyl)-2-(hydroxyethyl)-6-methylpyridazin-3-one L4; ethyl-4-(2-chloro-benzyl)-3-methyl-6-oxopyridazin-1(6H)-yl)acetate L5; 5-(2-chlorobenzyl)-2-(hydroxyethyl)-6-methylpyridazin-3-thione L6, and ethyl-4-(2-chloro-benzyl)-3-methyl-6-thioxopyridazin-1(6H)-yl)acetate L7 were tested for the oxidation of catechol to o-quinone for miming microorganism in the O2 activation for electrophilic non substituted aromatic. The in situ generated Cu(II), Fe(II) and Zn(II) complexes of these ligands (L1–L7) were examined for such catalytic activities. We found that all these substrates catalyze the oxidation reaction of catechol to o-quinone with the presence of atmospheric dioxygen. The rates of this oxidation depend on two parameters: the nature of the ligand and the nature of ion salts. We found that the combination of L7 [Cu(CH 3 COO) 2 ] leads to the fastest catalytic processes. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Catecholase activity investigation for pyridazinone- and thiopyridazinone-based ligands

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Publisher
Springer Journals
Copyright
Copyright © 2012 by Springer Science+Business Media B.V.
Subject
Chemistry; Physical Chemistry; Inorganic Chemistry; Catalysis
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-012-0520-2
Publisher site
See Article on Publisher Site

Abstract

A series of seven heterocyclic compounds based on pyridazinone and thiopyridazinone moieties: 5-(2-chlorobenzyl)-6-methylpyridazin-3-one L1; 5-[(2-chlorobenzyl)hydroxyl)methyl]6-methylpyridazin-3-one L2; 5-(2-chlorobenzyl)-2,6-dimethylpyridazin-3-one L3; 5-(2-chlorobenzyl)-2-(hydroxyethyl)-6-methylpyridazin-3-one L4; ethyl-4-(2-chloro-benzyl)-3-methyl-6-oxopyridazin-1(6H)-yl)acetate L5; 5-(2-chlorobenzyl)-2-(hydroxyethyl)-6-methylpyridazin-3-thione L6, and ethyl-4-(2-chloro-benzyl)-3-methyl-6-thioxopyridazin-1(6H)-yl)acetate L7 were tested for the oxidation of catechol to o-quinone for miming microorganism in the O2 activation for electrophilic non substituted aromatic. The in situ generated Cu(II), Fe(II) and Zn(II) complexes of these ligands (L1–L7) were examined for such catalytic activities. We found that all these substrates catalyze the oxidation reaction of catechol to o-quinone with the presence of atmospheric dioxygen. The rates of this oxidation depend on two parameters: the nature of the ligand and the nature of ion salts. We found that the combination of L7 [Cu(CH 3 COO) 2 ] leads to the fastest catalytic processes.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Mar 20, 2012

References

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