Switchable Selectivity during Oxidation of Anilines in a Ball Mill
✍ Scribed by Rico Thorwirth; Dr. Franziska Bernhardt; Dr. Achim Stolle; Prof. Bernd Ondruschka; Dr. Jila Asghari
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- English
- Weight
- 286 KB
- Volume
- 16
- Category
- Article
- ISSN
- 0947-6539
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✦ Synopsis
Abstract
A solvent‐free method for the direct oxidation of anilines to the corresponding azo and azoxy homocoupling products by using a planetary ball mill was developed. Various oxidants and grinding auxiliaries were tested and a variety of substituted anilines were investigated. It was possible to form chemoselectively either azo, azoxy, or the nitro compounds from reaction of aromatic anilines. The selectivity of the solvent‐free reaction is switchable by applying a combination of oxidant and grinding auxiliary. Furthermore, a comparison with other methods of energy input (microwave, classical heating, and ultrasound) highlighted the advantages of the ball mill approach and its high energy efficiency.