A simple, efficient phase-transfer catalyzed method for preparing symmetrical azobenzenes from anilines

Authors
Wang, XY Wang, YL Li, JP Wang, CL Duan, ZF Zhang, ZY
Citation
Xy. Wang et al., A simple, efficient phase-transfer catalyzed method for preparing symmetrical azobenzenes from anilines, I J CHEM B, 39(7), 2000, pp. 545-547
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
39
Issue
7
Year of publication
2000
Pages
545 - 547
Database
ISI
SICI code
0376-4699(200007)39:7<545:ASEPCM>2.0.ZU;2-G
Abstract
Using 2,4,6-tri-tert-butylphenol as catalyst, the phase transfer catalyzed oxidation of anilines to symmetrical azobenzenes is described for the first time. The ease of oxidation coincides with the Hammett substituent constan ts. This report offers an efficient and rapid method to prepare azobenzenes . A possible mechanism involving free radical oxidation is also suggested.