Title of article
Superelectrophilic bromination of deactivated aromatic rings with tribromoisocyanuric acid—an experimental and DFT study
Author/Authors
de Almeida، نويسنده , , Leonardo S. and Esteves، نويسنده , , Pierre M. and de Mattos، نويسنده , , Marcio C.S. de Mattos، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2009
Pages
4
From page
3001
To page
3004
Abstract
The reaction of deactivated arenes with tribromoisocyanuric acid (TBCA) in 98% H2SO4 produced bromoarenes in good yields. The acidity of the medium controls the strength of the brominating agent and the amount of polybrominated products. DFT calculations at B3LYP/6-311++G∗∗ level showed that the protonated TBCA (a superelectrophilic species) can easily transfer Br+ to deactivated arenes, in order to decrease internal charge–charge repulsion.
Keywords
Deactivated arenes , Electrophilic bromination , DFT , SEAR
Journal title
Tetrahedron Letters
Serial Year
2009
Journal title
Tetrahedron Letters
Record number
1864120
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