Hypochlorite-induced substitution of chlorine for iodine in aromatic compounds and the role of iodyl intermediates

TO Bayraktaroglu, MA Gooding, SF Khatib…

Index: Bayraktaroglu, T. O.; Gooding, M. A.; Khatib, S. F.; Lee, H.; Kourouma, M.; Landolt, R. G. Journal of Organic Chemistry, 1993 , vol. 58, # 5 p. 1264 - 1265

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Citation Number: 16

Abstract

Aqeuous hypochlorite, with a phase-transfer catalyst, effecta exchange of chlorine for bromine bonded to aromatic rings in reactions that are influenced by the electronic effecta of substituents' and with rates significantly enhanced by Ni (I1) catalyst systems. 2 In contrast with bromoaromatic starting materials, only modest yields (&lo%) of chloroaromatics were achieved when iodoaromatic substrates were employed. In preliminary work: a rapid ...