Abstract
A new cyclic Schiff base L 1H 3 derived from benzil and thiosemicarbazide has been prepared in the presence of NaBH 4. Reactions of the new molecule and the cyclic 5-methoxy-5,6-diphenyl-4,5-dihydro-2 H-[1,2,4]triazine-3-thione L 2H 2 with mercury chloride and nitrate are reported. Complexes of 1:2 stoichiometry are obtained from L 1H 3, but the reactions from L 2H 2 yield complexes of the macrocyclic Schiff base 5,6,11,12-tetraphenyl-1,2,4,7,8,10-hexaaza-cyclododeca-4,6,10,12-tetraene-3,9-dithione L 3H 2, which indicates the macrocyclization of L 2H 2. A mechanism for the cyclization reaction based on the rupture of the C–N single bond in L 2H 2 is proposed. The electrochemical results of complex L 3Hg makes it and its precursors, L 2H 2 and L 3H 2, outstanding candidates for mercury determination by appropriate electrode modification.
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