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Kinetics of pi‐complex isomerization during AlCl 3 ‐catalyzed Friedel–Crafts reactions between linear olefins and p‐xylene
Author(s) -
Gee Jeffrey C.,
Kattchee Lauren M.,
Gee Samuel J.
Publication year - 2014
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.3303
Subject(s) - isomerization , chemistry , catalysis , double bond , photochemistry , alkyl , kinetics , medicinal chemistry , friedel–crafts reaction , organic chemistry , physics , quantum mechanics
Rapid isomerization of pi‐complex intermediates results in the formation of multiple isomers of alkyl aromatics during AlCl 3 ‐catalyzed reactions between linear olefins and aromatic rings. The authors present results of a kinetic study of reactions between p‐xylene, 1‐dodecene, and linear tetradecenes. Product distributions are well predicted based on a model of reversible pi‐complex isomerization . Surprisingly, no double bond isomerization was observed in the linear olefins: All isomerization occurred in the pi‐complexes. Copyright © 2014 John Wiley & Sons, Ltd.