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Issue 6, 2004
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Reduction of nitroaromatics to arylnitrenium ions by vinyl halide cations

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Abstract

The title reduction of nitroaromatics ArNO2 by vinyl halide radical cations CH2[double bond, length as m-dash]CH–X+˙ (X = Cl or Br) to form arylnitrenium ions ArNH+ involves a change in oxidation number of nitrogen from +3 to −1. This novel reaction provides a new route for the generation of arylnitrenium ions, a highly selective method for the detection of explosives in mixtures, and offers clues to the carcinogenic activity of nitroaromatics in vivo.

Graphical abstract: Reduction of nitroaromatics to arylnitrenium ions by vinyl halide cations

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Publication details

The article was received on 14 Nov 2003, accepted on 24 Dec 2003 and first published on 12 Feb 2004


Article type: Communication
DOI: 10.1039/B314713D
Citation: Chem. Commun., 2004,0, 688-689
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    Reduction of nitroaromatics to arylnitrenium ions by vinyl halide cations

    H. Chen, X. Zheng, P. Yang and R. G. Cooks, Chem. Commun., 2004, 0, 688
    DOI: 10.1039/B314713D

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