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Surfactant control of the ortho/para ratio in the bromination of anilines. 2.

✍ Scribed by Giorgio Cerichelli; Giovanna Mancini; Luciana Luchetti

Publisher: Elsevier Science
Year: 1994
Tongue: French
Weight: 395 KB
Volume: 50
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)90399-0

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✦ Synopsis

We report the bromination of some N,N-disubstituted anilines (N-ethyI-N-methylaniline, N,N-diethylanilii, N-butyl-N-metbyfaniline, lphenylpyrrolidine, l-phenylpiperidine) both in aqueous suspension of cetylhimethylammonium tribranide (CTAB3) and in homogeneous solution (CHC13). In the presence of surfactant we observed a regiosektivity different from that observed in homogeneous conditions. Tbe regioselectivity seems to depend on the nature of the substituents on the nitrogen of the aniline as well as on the temperature. An explanation based on specific interactions between the aniline and the packed structure of the aggregate is proposed

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