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- Title
Reactivity of Diarylnitrenium Ions.
- Authors
Kütt, Agnes; Jeschke, Gunnar; Toom, Lauri; Nerut, Jaak; Reed, Christopher A.
- Abstract
Hydride abstraction from diarylamines with the trityl ion is explored in an attempt to generate a stable diarylnitrenium ion, Ar2N+. Sequential H‐atom abstraction reactions ensue. The first H‐atom abstraction leads to intensely colored aminium radical cations, Ar2NH.+, some of which are quite stable. However, most undergo a second H‐atom abstraction leading to ammonium ions, Ar2NH2+. In the absence of a ready source of H‐atoms, a unique self‐abstraction reaction occurs when Ar=Me5C6, leading to a novel iminium radical cation, Ar=N.+Ar, which decays via a second self H‐atom abstraction reaction to give a stable iminium ion, Ar=N+HAr. These products differ substantially from those derived via photochemically produced diarylnitrenium ions.
- Subjects
RADICAL cations; ABSTRACTION reactions; IONS; AMMONIUM ions
- Publication
Chemistry - A European Journal, 2020, Vol 26, Issue 41, p8871
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202000930