Kinetics of pi‐complex  isomerization  during AlCl 3 ‐catalyzed  Friedel–Crafts reactions  between linear olefins and p‐xylene | Zendy

Gee Jeffrey C. | Zendy; Kattchee Lauren M. | Zendy; Gee Samuel J. | Zendy

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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.

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