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

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DOIResolve DOI: http://doi.org/10.1021/jo061898z
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TypeArticle
Journal titleJournal Of Organic Chemistry
ISSN00223263
Volume71
Issue26
Pages99069908; # of pages: 3
AbstractGrossi 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
LanguageEnglish
AffiliationNational Research Council Canada; NRC Steacie Institute for Molecular Sciences; National Institute for Nanotechnology
Peer reviewedNo
Identifier10008226
NPARC number12328225
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Record identifiera066e80c-3b46-4d0d-83db-a17efd7d09c0
Record created2009-09-10
Record modified2016-05-09
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