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Kinetic study of electrochemically induced Michael reactions of o ‐benzoquinones with 2‐acetylcyclohexanone and 2‐acetylcyclopentanone
Author(s) -
Nematollahi Davood,
Alimoradi Mohammad,
Rafiee Mohammad
Publication year - 2007
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.1125
Subject(s) - chemistry , kinetic energy , michael reaction , computational chemistry , organic chemistry , catalysis , classical mechanics , physics
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.