Title of article
Brown Selectivity Disobedience of Hyperdeaminative Friedel-Crafts Benzylation: Electrophilic Aromatic Substitutions via Hyperdeaminatively Generated Benzyl Carbocations
Author/Authors
Darbeau, R.W. McNeese State University - Department of Chemistry, USA , Siso, L.M. McNeese State University - Department of Chemistry, USA , Trahan, G.A. McNeese State University - Department of Chemistry, USA , Nolan, R.S. McNeese State University - Department of Chemistry, USA
From page
139
To page
144
Abstract
Hyperdeamination generates multiple spacer-molecule separated ion-pairs containing high-energy,relatively long-lived carbocations showing near specificity for arenes over their nascent counterions. They exhibit low intermolecular selectivity but surprisingly high intramolecular selectivity. Unlike analogous deaminative benzylations, hyperdeaminative benzylations disobey the Brown Selectivity Relationship. A model for EAS reactions with hyperactive electrophiles is proposed.
Keywords
Hyperdeamination , deamination , Brown selectivity relationship , Friedel , Crafts , benzylation
Journal title
letters in organic chemistry
Journal title
letters in organic chemistry
Record number
2717829
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