Reduction of nitroaromatics to arylnitrenium ions by vinyl halide cations |
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Authors: | Chen Hao Zheng Xubin Yang Pengxiang Cooks R Graham |
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Affiliation: | Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907, USA. |
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Abstract: | The title reduction of nitroaromatics ArNO(2) by vinyl halide radical cations CH(2)[double bond]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. |
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