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

Autor: Andrea N. Zeppuhar, Daniel E. Falvey
Rok vydání: 2020
Předmět:
Zdroj: The Journal of Organic Chemistry. 85:8844-8850
ISSN: 1520-6904
0022-3263
Popis: 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 toward nucleophiles and reactive toward strong electron donors, consistent with a cation radical. Mechanistic analysis indicates that its formation is through a separate pathway compared to that of the nitrenium ion, suggestive of a triplet mechanism.
Databáze: OpenAIRE