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A fast and mild method for the nitration of aromatic rings

Bak, Radoslaw and Smallridge, Andrew John (2001) A fast and mild method for the nitration of aromatic rings. Tetrahedron letters, 42 (38). pp. 6767-6769. ISSN 0040-4039

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Abstract

The use of N2O5 and a Fe(III) catalyst for the nitration of aromatic rings is described. This methodology is compatible with most functional groups and results in near quantitative yields in 4 min. The reaction conditions are non-oxidising: benzaldehyde and benzyl alcohols are readily nitrated with little or no oxidation (<4%) occurring. The addition of the iron catalyst activates the system to such an extent that nitration of an activated aromatic ring, such as toluene, occurs quantitatively at −100°C. This high activity allows compounds with sensitive functional groups such as alkenes to be smoothly nitrated.

Item Type: Article
Uncontrolled Keywords: aromatic rings, methodology, N2O5, Fe(III)
Subjects: RFCD Classification > 290000 Engineering and Technology
Faculty/School/Research Centre/Department > School of Engineering and Science
Depositing User: Ms Phung T Tran
Date Deposited: 20 Oct 2008 22:05
Last Modified: 16 Oct 2010 02:11
URI: http://vuir.vu.edu.au/id/eprint/1098
DOI: 10.1016/S0040-4039(01)01378-8
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Citations in Scopus: 43 - View on Scopus

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