Abstract
The bromination of N, N-disubstituted anilines was performed in aqueous suspension of 1-hexadecylpyridinium tribromide (CPyBr 3), using the surfactant counterion as reagent. The experiments carried out at room temperature showed the same regioselectivity observed in homogeneous solutions, with the prevalence of the para-bromo product. On the contrary, at 0 °C the [ ortho-bromo]/[ para-bromo] ratio increased. This result can be ascribed to the location of the aniline at the solid–water interphase and to the tight packing at low temperature.
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