Paper
Complexation to FeII, NiII, and ZnII of Multidentate Ligands Resulting from Condensation of 2-Pyridinecarboxaldehyde with α,ω-Triamines: Selective Imidazolidine/Hexahydropyrimidine Ring Opening Revisited
Published Oct 25, 2005 · N. Bréfuel, C. Lepetit, S. Shova
Inorganic Chemistry
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Abstract
The condensation reaction between 2-pyridinecarboxaldehyde and diethylenetriamine, 3-[(2-aminoethyl)amino]propylamine, and 3,3‘-iminobis(propylamine) in a 2:1 molar ratio yields ligands that may be isolated exclusively in the dissymmetric (cyclic) isomeric forms LA, LB/LB*, and LC. The template effect of a metal center (FeII, NiII,and ZnII) results in the ring opening of LC including one hexahydropyrimidine ring and one (long) propylene bridge. The resulting symmetric bis-Schiff base isomeric form LC‘ is stabilized through pentacoordination, yielding [FeIILC‘(NCS)](NCS) (3), [NiIILC‘(NCS)](NCS) (6), and [ZnIILC‘(NCS)](NCS) (9). The same metal centers are too bulky to exert a template effect on LA including one imidazolidine ring and one (short) ethylene bridge. LA acts as a tetradentate ligand yielding [FeIILA(NCS)2] (1), [NiIILA(NCS)2] (4), and [ZnIILA(NCS)2] (7). The template effect of the metal center is selective toward the ligand LB/LB* including a hexahydropyrimidine (imidazolidine) ring and the sho...
The template effect of metal centers on multidentate ligands from 2-pyridinecarboxaldehyde condensation with,-triamines leads to selective ring opening of LB/LB* and LC, with potential applications in catalysis and synthesis of new compounds.
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