Language selection

Government of Canada / Gouvernement du Canada

Search

Isomerization of triphenylmethoxyl and 1,1-diphenylethoxyl radicals. Revised assignment of the electron-spin resonance spectra of purported intermediates formed during the ceric ammonium nitrate mediated photooxidation of aryl carbinols

From National Research Council Canada

DOIResolve DOI: https://doi.org/10.1021/jo061898z
AuthorSearch for: 1; Search for: 2; Search for: 2
Affiliation
  1. National Research Council of Canada. NRC Steacie Institute for Molecular Sciences
  2. National Research Council of Canada. National Institute for Nanotechnology
FormatText, Article
Abstract
Grossi and Strazzari have reported (J. Org. Chem. 2000, 65, 2748−2754) that the ceric ammonium nitrate modulated photooxidation of triphenylmethanol and 1,1-diphenylethanol yielded ESR spectra of the putative spiro-cyclohexadienyl intermediates in the O-neophyl rearrangements of the corresponding alkoxyl radicals, Ph₂(R)CO• (R = Ph, CH₃), to the phenoxymethyl radicals, Ph(R)C•OPh. Both ESR spectra are reassigned to the phenoxyl radical, C₆H₅O•, and the probable mechanism by which phenoxyl is formed in these systems is presented.
Publication date
In
  • Journal Of Organic Chemistry 71, no. 26 (1 December 2006): 9906–9908.
LanguageEnglish
NPARC number12328225
Export citationExport as RIS
Report a correctionReport a correction (opens in a new tab)
Record identifiera066e80c-3b46-4d0d-83db-a17efd7d09c0
Record created2009-09-10
Record modified2020-04-22
Date modified: