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Further Insight into the Mechanism of the Novel Multicomponent Reactions Involving Isoquinoline and Dimethyl Acetylenedicarboxylate in the Presence of 3‐Methylindole: Theoretical and Experimental Approach
Author(s) -
Zakarianezhad Mohammad,
Masoodi Hamid Reza,
Shool Motahare
Publication year - 2016
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.21031
Subject(s) - isoquinoline , chemistry , dimethyl acetylenedicarboxylate , mechanism (biology) , computational chemistry , organic chemistry , cycloaddition , catalysis , epistemology , philosophy
The kinetics of the reactions among isoquinoline, dimethyl acetylenedicarboxylate, and 3‐methyl indole (as NH‐acid) was studied using UV spectrophotometry. The overall rate constant ( k ov ) was evaluated from the slope of the plot of k obs versus reactant concentration. A large deal of useful information was obtained from the study of the effects of solvent, temperature, and reactants and concentration on the reaction rates. Based on experimental data and theoretical concepts, the reaction's first step ( k 1 ) was recognized as the rate‐determining step. Theoretical studies were performed to evaluate potential energy surfaces of all components participated in the reaction mechanism. Furthermore, the proposed mechanism was confirmed by the obtained results. The probable reaction path and product configuration were suggested based upon the theoretical results.