Electrophilic chlorination of arenes with trichloroisocyanuric acid over acid zeolites

Authors: Gabriela F. Mendonça, Alexander R. Bastos, Marilyne Boltz, Benoît Louis, Patrick Pale, Pierre M. Esteves, Marcio C.S. de Mattos

Abstract:
Trichloroisocyanuric acid (TCCA) reacts with arenes and its reactivity is highly affected by the acid strength of the reaction medium. Deactivated arenes are efficiently chlorinated by TCCA in solid acids. Our experimental results, along with DFT calculations show that chlorination using solid acid catalysis is feasible, thus leading to possible replacement of strong liquid acids used to promote this superelectrophilic reaction. We have tested several solid acids, showing the synergic need for acid strength and pore size for promoting the reaction.

Keywords:
Arenes
DFT
Electrophilic substitution
Heterogeneous catalysis
Zeolites

Published in: Applied catalysis A: General  (Volumes 460–461, Pages 1-132, 10 June 2013)

Publisher: Elsevier

ISSN Information: 0926-860X

Electrophilic chlorination of arenes with trichloroisocyanuric acid over acid zeolites

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