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Turkish Journal of Chemistry

DOI

10.3906/kim-1710-20

Abstract

The synthesis and characterisation including $^{1}$H and $^{13}$C NMR spectroscopy of a Mannich~base~1,4-di-(5-acetamido-2-hydroxybenzyl)piperazine~is herein reported. The Mannich reaction leading to the formation of the ligand took place at both ends of piperazine. Four metal complexes [Cu(II) and Fe(III)] including those bearing thiocyanate groups (SCN-) in N- and S-bonding modes have been studied for their abilities to mimic catecholase oxidase. All the metal complexes are catalytically active with the highest turnover rate (k$_{cat})$ recorded for complex 3. The catalytic process as monitored by $^{1}$H NMR spectroscopy (isolation of 3, 5-DTBQ) and iodometric titration revealed the formation of H$_{2}$O$_{2}$ and thus implied that the mechanism of oxidation is through the formation of a semiquinolate species.

First Page

1275

Last Page

1284

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