Transient resonance Raman and density functional theory investigation of the 4-acetamidophenylnitrenium ion.
This paper reports a transient resonance Raman and density functional theory study of the 4-acetamidophenylnitrenium ion in a mostly aqueous solvent. The transient Raman bands combined with results from density functional theory calculations indicate that the spectrum should be assigned to the singlet state of the 4-acetamidophenylnitrenium ion. The 4-acetamidophenylnitrenium ion was found to have a substantial iminocyclohexadienyl character comparable to previously studied para-phenyl-substituted phenylnitrenium ions and noticeable charge on both the acetamido and nitrenium moieties. The structure and properties of the 4-acetamidophenylnitrenium ion are compared to those of other arylnitrenium ions. We briefly discuss the chemical reactivity and selectivity of the para-acetamido-substituted phenylnitrenium ions compared to para-phenyl- or para-alkoxy-substituted phenylnitrenium ions.
Chan
Pik Ying
PY
Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong S. A. R., P. R. China.
Ong
Shing Yau
SY
Zhu
Peizhi
P
Leung
King Hung
KH
Phillips
David Lee
DL