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

preprint
submitted on 09.03.2020 and posted on 10.03.2020 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.

Funding

National Science Foundation

History

Email Address of Submitting Author

anzeppuh@umd.edu

Institution

University of Maryland, College Park

Country

United States

ORCID For Submitting Author

0000-0003-1863-7360

Declaration of Conflict of Interest

No conflict of interest.

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