Bromation régiosélective en série aromatique. I: Monobromation en position para de phénols et d'aminés aromatiques par le tribromure de tétrabutylammonium

…, PL Desbène, JJ Basselier, P Chaquin…

Index: Berthelot, Jacques; Guette, Catherine; Desbene, Paul-Louis; Basselier, Jean-Jacques; Chaquin, Patrick; Masure, Daniel Canadian Journal of Chemistry, 1989 , vol. 67, p. 2061 - 2066

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Citation Number: 44

Abstract

The reaction of tetrabutylammonium tribromide (TBABr3) with phenols and aromatic amines in aprotic and non-basic solvents at 20° C gives exclusively the corresponding para- brominated compounds in high yields. A mechanism involving electrophilic substitution by the tribromide anion Br3-itself is suggested to account for the results, especially the regioselective para bromination. Key words: bromination, tetrabutylammonium tribromide, ...