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

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.

Medienart:

E-Artikel

Erscheinungsjahr:

2020

Erschienen:

2020

Enthalten in:

Zur Gesamtaufnahme - volume:85

Enthalten in:

The Journal of organic chemistry - 85(2020), 14 vom: 17. Juli, Seite 8844-8850

Sprache:

Englisch

Beteiligte Personen:

Zeppuhar, Andrea N [VerfasserIn]
Falvey, Daniel E [VerfasserIn]

Links:

Volltext

Themen:

Journal Article
Research Support, U.S. Gov't, Non-P.H.S.

Anmerkungen:

Date Completed 26.01.2021

Date Revised 26.01.2021

published: Print-Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1021/acs.joc.0c00686

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM311673015