Abstract
Dioxygenase Model, Copper, Catechol The complex (3-n-nonylcatecholato)(1,10-phenanthroline)copper(II) reacts with molecular oxygen to give an isomeric mixture of 2-n-nonylmuconic acid and several secondary oxidation products. The catecholato ligand is oxidatively cleaved in an intradiol fashion reminescent of the reactions catalyzed by intradiol aromatic dioxygenases. The 1,10-phenanthroline ligand can be quantitatively recovered and is not oxidized. In addition to characterization of oxidation products, the kinetics of oxygen consumption have been analyzed. The rate law for oxygen uptake is -d[O2]/dt = k[O2] [copper]2 .
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