SN2 Substitution on sp2 Nitrogen of Protonated Oxime
- 1 February 1998
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 27 (2) , 111-112
- https://doi.org/10.1246/cl.1998.111
Abstract
Theoretical studies on intramolecular nucleophilic displacement of the protonated oxime oxygen with an aryl ring revealed that the substitution reaction on the sp2 nitrogen atom is a low energy process. This seemingly anomalous substitution is due to the low-lying σ*-orbital of the O-protonated oxime. The theoretical conclusion received experimental support.Keywords
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