4.2 Article

Kinetic study of electrochemically induced Michael reactions of o-benzoquinones with 2-acetylcyclohexanone and 2-acetylcyclopentanone

Journal

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
Volume 20, Issue 1, Pages 49-54

Publisher

WILEY
DOI: 10.1002/poc.1125

Keywords

o-benzoquinones; cyclic voltammetry; 2-acetylcyclohexanone; digital simulation; EC mechanism; Michael reaction; homogeneous rate constants

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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 (c) 2007 John Wiley & Sons, Ltd.

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