Aromatic radical anions as possible intermediates in the nucleophilic aromatic substitution (SNAr): an EPR study

Citation
L. Grossi et S. Strazzari, Aromatic radical anions as possible intermediates in the nucleophilic aromatic substitution (SNAr): an EPR study, J CHEM S P2, (10), 1999, pp. 2141-2146
Citations number
49
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
ISSN journal
03009580 → ACNP
Issue
10
Year of publication
1999
Pages
2141 - 2146
Database
ISI
SICI code
0300-9580(1999):10<2141:ARAAPI>2.0.ZU;2-#
Abstract
The reactions among halonitrobenzenes or polynitrobenzenes and alkoxides, t hiolates or tertiary amines have provided the evidence that in a SNAr react ion type a single electron transfer from the nucleophile to the aromatic su bstrate, to generate two radical species within the solvent cage, can take place to some extent. The detection of radical intermediates by EPR spectro scopy, in several SNAr reactions, is reported.