SURFACTANT CONTROL OF THE ORTHO/PARA RATIO IN THE BROMINATION OF ANILINES

Article abstract of DOI:10.1016/S0040-4039(01)93344-1

Products of the bromination reaction of a family of anilines have been examined both in homogeneous solution and in presence of cethyltrimethylammonium bromide (CTAB).The presence of the surfactant induces a high regioselectivity that is opposite to that observed under homogeneous conditions: a high ortho/para ratio has been observed which increases with greater steric hindrance in the ortho position.