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A mechanistic study of the reaction between aryldiazonium ions and imidazoles

Authors :
Dorothy Hart
Neil W. Isaacs
Lesley M. Anderson
Christopher Glidewell
Anthony R. Butler
Source :
Journal of the Chemical Society, Perkin Transactions 2. :2055
Publication Year :
1989
Publisher :
Royal Society of Chemistry (RSC), 1989.

Abstract

Whereas the neutral form of pyrrole reacts with 4-nitrobenzenediazonium ions, the parallel reaction of imidazole involves the anion. The involvement of the imidazole anion is based on kinetic evidence, pressure studies, and MNDO calculations. N-Methylation affects not only the kinetics of reaction but also the products. With the neutral form of imidazole it is suggested that the predominant reaction with an aryldiazonium ion is reversible attack on a ring nitrogen.

Details

ISSN :
13645471 and 03009580
Database :
OpenAIRE
Journal :
Journal of the Chemical Society, Perkin Transactions 2
Accession number :
edsair.doi...........4bed76d318ca917bcbad6409141c89f8