Journal of the Iranian Chemical Society

, Volume 9, Issue 5, pp 693–704 | Cite as

Electro-inorganic synthesis: a convergent paired electrochemical synthesis and voltammetric studies of copper(II)-2-aminophenol derivatives

Original Paper
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Abstract

Electrochemical reduction of 2-nitrophenol and 5-methyl-2-nitrophenol has been studied in water/ethanol mixture using cyclic voltammetry and controlled-potential coulometry. Our voltammetric data indicate the formation of 2-aminophenol (HLI) and 5-methyl-2-aminophenol (HLII), respectively. Also, the electrochemical synthesis of copper(II) complex of 2-aminophenols has been carried out using copper metal as a sacrificial anode and lead metal as a cathode in water/ethanol (50/50 v/v). The electrochemical synthesis of copper(II)-2-aminophenols consists of a multi-step such as (a) cathodic reduction of 2-nitrophenols to related 2-aminophenols, (b) generation of Cu2+ from copper anode, (c) complexation of 2-aminophenols with Cu2+. In this work, we have proposed a mechanism for the electrode process. Some parameters such as electrode material, current density, electricity passed and temperature, were also systematically studied. The convergent paired electrochemical synthesis of copper(II) complex of 2-aminophenols has been successfully performed in a one-pot process, under constant current condition in an undivided cell, in a good yield and purity. Also, the electrochemical behavior of copper(II)-2-aminophenol complex was studied and the stability constant of copper(I)-2-aminophenol complex was evaluated using cyclic voltammetry.

Keywords

2-Aminophenol 2-Nitrophenol Copper(II)-2-aminophenol complex Electrochemical synthesis Cyclic voltammetry 
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Notes

Acknowledgments

The authors acknowledge Bu-Ali Sina University Research Council and Center of Excellence in Development of Chemical Methods (CEDCM) for support this work.

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Copyright information

© Iranian Chemical Society 2012

Authors and Affiliations

  1. 1.Faculty of ChemistryBu-Ali Sina UniversityHamedanIran

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