Article ID Journal Published Year Pages File Type
5282741 Tetrahedron Letters 2009 4 Pages PDF
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.
Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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