Abstract
The homogeneous electro-mediated reduction (HEMR) of several organic compounds (cyclohexene, cyclohexanone, acetophenone, benzaldehyde, styrene, linalool, 1,3-cyclohexadiene, citral, trans-4-phenyl-3-buten-2-one, and piperine) was carried out using Fe2+, Ni2+, and [NiII(bpy)]Br2 (bpy=2,2′-bipyridine) as electron mediators. An electrochemical system composed of sacrificial anode (Fe, Ni or Zn), nickel cathode, NaI (0.2 M) as supporting electrolyte in DMF and an undivided cell, was used. A constant current ≤100 mA was applied with a maximum cell potential of 2.0 V. Non-conjugated olefins are not reactive, but ketones may be easily reduced to the respective alcohol. In the case of conjugated olefins and ketones, [NiII(bpy)]Br2 or Ni2+ mediator presented good reactivity and selectivity in most cases. Fe2+ more efficiently mediates the reduction of carbonyl containing systems. Preliminary electroanalytical studies indicate the complexation of the organic substrate by Fe2+ and Ni2+ ions and [NiII(bpy)]Br2 complex.
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