Hidden Ambident Reactivity and Electron Transfer Reactions: Solvent and Magnetic Field Effects in the Reaction of p-Nitrobenzyl Bromide with Lithium Salt of 2-Nitropropane

Authors

  • Michel Julliard Laboratoire de Chimie Inorganique Moléculaire, U.A. 126 Faculté des Sciences et Techniques de Saint Jérôme Rue Henri Poincaré, F-13397 Marseille Cedex 13 (France)
  • Jean-Paul Scagliarini Laboratoire de Chimie Inorganique Moléculaire, U.A. 126 Faculté des Sciences et Techniques de Saint Jérôme Rue Henri Poincaré, F-13397 Marseille Cedex 13 (France)
  • Michel Rejzmann Laboratoire de Chimie Inorganique Moléculaire, U.A. 126 Faculté des Sciences et Techniques de Saint Jérôme Rue Henri Poincaré, F-13397 Marseille Cedex 13 (France)
  • Michel Chanon Laboratoire de Chimie Inorganique Moléculaire, U.A. 126 Faculté des Sciences et Techniques de Saint Jérôme Rue Henri Poincaré, F-13397 Marseille Cedex 13 (France)

DOI:

https://doi.org/10.2533/chimia.1986.16

Abstract

Absence of magnetic field effects and variation of solvent viscosity effects on O- versus C-alkylation of p-nitrobenzyl halides with nitronate anions suggest the possibility of hidden electrophilic ambident reactivity. This new concept could provide in some cases an alternative to the in-cage versus out-of-cage scenario. It has applications at the theoretical level and provides a convenient handle to master the selectivity of some processes.

Downloads

Published

1986-01-31

Issue

Vol. 40 No. 1 (1986): Forschung/Research

Section

Articles

License

Copyright (c) 1986 Michel Julliard

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
M. Julliard, J.-P. Scagliarini, M. Rejzmann, M. Chanon, Chimia 1986, 40, 16, DOI: 10.2533/chimia.1986.16.