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Nitrenium_CationRadical Paper_ChemRxiv.pdf (615.6 kB)

Generation of N,N-Di(4-bromophenyl)nitrenium Ion Under Acidic Conditions: Search for a Nitrenium Dication

submitted on 09.03.2020, 20:20 and posted on 10.03.2020, 11:32 by Andrea Zeppuhar, Daniel Falvey
The behavior of the N,N-di(4-bromophenyl)nitrenium ion under acidic aqueous conditions was examined via laser flash photolysis experiments. A long-lived species forms and can be assigned as the cation radical or the dication. This species is unreactive towards nucleophiles and reactive towards strong electron donors, consistent with a cation radical. Mechanistic analysis indicates its formation is through a separate pathway than that of the nitrenium ion, suggestive of a triplet mechanism.


National Science Foundation


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University of Maryland, College Park


United States

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No conflict of interest.