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Kinetic study of electrochemically induced Michael reactions of o‐benzoquinones with 2‐acetylcyclohexanone and 2‐acetylcyclopentanone
Authors:Davood Nematollahi  Mohammad Alimoradi  Mohammad Rafiee
Affiliation:1. Faculty of Chemistry, University of Bu‐Ali‐Sina, Hamadan 65174, IranFaculty of Chemistry, University of Bu‐Ali‐Sina, Hamadan 65174, Iran.===;2. Department of Chemistry, Faculty of Science, Arak Branch, Islamic Azad University, Arak, Iran;3. Faculty of Chemistry, University of Bu‐Ali‐Sina, Hamadan 65174, Iran
Abstract:
The reaction of electrochemically generated o‐benzoquinones ( 2a‐f ) as Michael acceptors with 2‐acetylcyclohexanone (ACH) and 2‐acetylcyclopentanone (ACP), as nucleophiles has been studied in various pHs using cyclic voltammetry. The results indicate that the participation of o‐benzoquinones ( 2a‐f ) in the Michael reaction with acetylcyclohexanone (ACH) to form the corresponding catechol derivatives ( 4a‐f ). Based on an EC mechanism, the homogeneous rate constants were estimated by comparing the experimental cyclic voltammetric responses with the digital simulated results. Copyright © 2007 John Wiley & Sons, Ltd.
Keywords:o‐benzoquinones  cyclic voltammetry  2‐acetylcyclohexanone  digital simulation  EC mechanism  Michael reaction  homogeneous rate constants
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