Issue 11, 2000

Oxidative trimerization of indole: on the formation of dications and radical cations by reaction of indole and nitrosobenzene in the presence of acids

Abstract

The reactions of indole with nitrosobenzene in the presence of acetic, monochloroacetic, monobromoacetic and trichloroacetic acid afford as the main product a deep-green precipitate, which in a preceding study had been erroneously identified as the aminyl radical of a trimer indole. The identity of the minor products was confirmed. This paper deals with the determination of the correct structure of the compounds contained in the precipitate through a study based on chemical reactions, electrochemical measurements and X-ray analysis.

Supplementary files

Article information

Article type
Paper
Submitted
28 Feb 2000
Accepted
17 Aug 2000
First published
03 Oct 2000

J. Chem. Soc., Perkin Trans. 2, 2000, 2337-2342

Oxidative trimerization of indole: on the formation of dications and radical cations by reaction of indole and nitrosobenzene in the presence of acids

L. Greci, G. Tommasi, R. Petrucci, G. Marrosu, A. Trazza, P. Sgarabotto, L. Righi and A. Alberti, J. Chem. Soc., Perkin Trans. 2, 2000, 2337 DOI: 10.1039/B001609H

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