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4370250 
Journal Article 
Trichloroisocyanuric acid in 98% sulfuric acid: A superelectrophilic medium for chlorination of deactivated arenes 
Mendonca, GF; Senra, MR; Esteves, PM; de Mattos, MCS 
2011 
1 
Applied Catalysis A: General
ISSN: 0926-860X
EISSN: 1873-3875 
ELSEVIER 
AMSTERDAM 
401 
1-2 
176-181 
English 
WOS:000293492300023 
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 H(2)SO(4). Our results, along with DFT calculations and (13)C NMR spectrometry suggest the formation of a monoprotonated TCCA superelectrophile as the reactive species that can efficiently transfer electrophilic Cl(+) to even very weak nucleophiles, such as m-dinitrobenzene. (C) 2011 Elsevier B.V. All rights reserved. 
Trichloroisocyanuric acid; DFT Calculations; Arenes; Superelectrophilic species; Aromatic chlorination 
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