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Proceedings of the National Academy of Sciences of the United States of America logoLink to Proceedings of the National Academy of Sciences of the United States of America
. 1992 Aug 1;89(15):6670–6672. doi: 10.1073/pnas.89.15.6670

Comparison of the nitration of polyfluoronitrobenzenes by nitronium salts in superacidic and aprotic media: activation of the nitronium ion by protosolvation.

G A Olah 1, K K Laali 1, G Sandford 1
PMCID: PMC49564  PMID: 11607308

Abstract

The reactivity of nitronium tetrafluoroborate in the nitration of deactivated di- and trifluoronitrobenzenes is enhanced in superacidic trifluoromethanesulfonic (triflic) acid compared with aprotic methylene chloride and sulfolane solutions. The enhanced reactivity is discussed in terms of better solubility and higher dissociation of the nitronium salts, as well as protosolvation of NO2+ by superacids.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Olah G. A., Lin H. C., Olah J. A., Narang S. C. Electrophilic and free radical nitration of benzene and toluene with various nitrating agents. Proc Natl Acad Sci U S A. 1978 Mar;75(3):1045–1049. doi: 10.1073/pnas.75.3.1045. [DOI] [PMC free article] [PubMed] [Google Scholar]

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