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Abstract
Two copper(II)-ACC complexes were prepared and characterized: [Cu(bpy)(ACC)()] () and (). Their crystallographic structures are described and analyzed. Spectroscopic characterizations (UV-visible and EPR) confirm that the structure is maintained in solution. These complexes are able to produce ethylene in the presence of hydrogen peroxide in an “ACC Oxidase-like” reaction in water and in methanol. The conversion of ACC into ethylene depends on the amount of base, and, in methanol, 3 equivalents of NaOH are needed for optimum activity. The base is proposed to play a role in deprotonation. The presence of an exogenic ligand (bpy) is important for the reactivity and may stabilize a reaction intermediate. Indeed, a brown intermediate with an absorption band centered at 433 nm can be detected at low temperature when is treated with 10 equivalents of .
Highlights
Ethylene is a hormone that regulates many aspects of plant growth and development including senescence, germination as well as fruit ripening [1, 2]
The final step of ethylene biosynthesis is catalyzed by ACC Oxidase (ACCO), a mononuclear nonheme ferrous enzyme
At low temperature (−20◦C in methanol), the addition of 10 equivalents of hydrogen peroxide on a solution of 1 in the presence of a few equivalents of base is followed by the appearance of a brown coloration stable a few minutes at low temperature that is characterized by an absorption band centered at 433 nm
Summary
Ethylene is a hormone that regulates many aspects of plant growth and development including senescence, germination as well as fruit ripening [1, 2]. There are only few reported metal complexes that are able to convert ACC into ethylene in an ACCO-like activity. Spectroscopic and structural data on metal-ACC complexes are of great interest as well as reactivity studies. We recently reported the synthesis, the X-Ray structure and the reactivity of [(bpy)CuII(ACC)(H2O)] · ClO4 complex (1) where bpy stands for bipyridine [14]. This complex was the first example of well-characterized metal-ACC adduct and was able to convert the bound ACC into ethylene in the presence of hydrogen peroxide. We will present here the reactivity studies on 2 and compare the structural and spectroscopic data for the two complexes
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