Turkish Journal of Chemistry
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.
DOI
10.3906/kim-1710-20
Keywords
Mannich base, thiocyanate, isothiocyanate, catecholase activity, turnover rates
First Page
1275
Last Page
1284
Recommended Citation
AYENI, A. O, & WATKINS, G. M (2018). Synthesis and evaluation of catecholase activities of metal complexes of 1,4-substituted piperazine Mannich base of 4-acetamidopheno. Turkish Journal of Chemistry 42 (5): 1275-1284. https://doi.org/10.3906/kim-1710-20
