Reduction of nitroaromatics to arylnitrenium ions by vinyl halide cations

Literature Information

Publication Date 2004-02-12
DOI 10.1039/B314713D
Impact Factor 6.222
Authors

Hao Chen, Xubin Zheng, Pengxiang Yang, R. Graham Cooks


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Abstract

The title reduction of nitroaromatics ArNO2 by vinyl halide radical cations CH2CH–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.

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