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Synthesis 2017; 49(15): 3247-3254
DOI: 10.1055/s-0036-1588444
DOI: 10.1055/s-0036-1588444
short review
How Does Nucleophilic Aromatic Substitution in Nitroarenes Really Proceed: General Mechanism
This work was supported by the National Science Centre (Grant No. UMO-2014/15/B/ST5/021800).Further Information
Publication History
Received: 27 April 2017
Accepted: 08 May 2017
Publication Date:
06 June 2017 (online)
Dedicated to Professor Herbert Mayr on the occasion of his 70th birthday
Abstract
On the basis of previously published experimental studies and ab initio calculations, a general corrected mechanism of nucleophilic aromatic substitution was formulated. It was shown that conventional nucleophilic substitution of halogens is a slow secondary reaction whereas nucleophilic substitution of hydrogen is the fast primary process. The general mechanism embraces both of these alternative and complementary reactions.
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