Copper(I) complexes with N,O-donor Schiff base ligands related to intermediate forms of the TPQ cofactor in amine oxidases

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Inorganica Chimica Acta, (2000)
DOI: 10.1016/S0020-1693(99)00612-X


Neutral complexes (PPh3)2Cu(L) were obtained from (PPh3)2Cu(NO3) and the deprotonated forms of the three Schiff base ligands 2-(benzylideneimino)phenol (BimOH), 4-(benzylideneimino)resorcinol (Bim(OH)2) and N-(2,4-dihydroxy-5-isopropylphenyl)acetamide (DipaH3). The ligands were designed to model aminated intermediate forms of the topaquinone (TPQ) cofactor in the enzymic cycle of Cu-dependent amine oxidases. The ligands, L, are coordinated to the metal centers through imine-N and phenolate-O donor atoms to form five-membered chelate rings, in contrast to the six-membered chelate rings of salen-type Schiff base ligands. (Bim(OH)O)Cu(PPh3)2·0.5MeOH was structurally analyzed and shown to exhibit intramol. aryl-aryl interactions between the ligands and intermol. H bonds involving the free phenolic hydroxyl substituent, the coordinated phenolate O atom and the MeOH solvate mol. on SciFinder(R)



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